[DB] 1-(1-'[H,C]'-1-nitroprop-1-en-2-yl)-2,3,4,5,6-penta'GH'benzene by Asch

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Date

65 substances in Reaxys

2018-08-17 22h:00m:49s (UTC)

GH GH

NO 2

1. Query

L GH

[H,C]

Search as: As drawn, Ignore stereo, No salts, No mixtures, No isotopes, No charges, No radicals, No additional rings ))

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Reaxys ID 2413678 View in Reaxys

1/65 CAS Registry Number: 5670-65-5; 15241-24-4; 15795-70-7 Chemical Name: 1-nitro-2-phenylpropene; α-methyl-α-nitrostyrene; (E/ Z)-1-nitro-2-phenylprop-1-ene; (1-methyl-2-nitrovinyl)benzene; (1-nitroprop-1-en-2-yl)benzene; (E/Z)-1-nitro-2-phenylpropene; 1-nitro-2phenylprop-1-ene Linear Structure Formula: C9H9NO2 Molecular Formula: C9H9NO2 Molecular Weight: 163.176 Type of Substance: isocyclic InChI Key: KFNFMBKUWFTFAE-UHFFFAOYSA-N Note:

O N O

Substance Label (24) Label References 5m

Feng, Bin; Chen, Jia-Rong; Yang, Yun-Fang; Lu, Bin; Xiao, Wen-Jing; Chemistry - A European Journal; vol. 24; nb. 7; (2018); p. 1714 - 1719, View in Reaxys

S-5

Li, Jing; Lear, Martin J.; Hayashi, Yujiro; Chemical Communications; vol. 54; nb. 49; (2018); p. 6360 - 6363, View in Reaxys

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Wei, Qi; Hou, Wenduan; Liao, Na; Peng, Yungui; Advanced Synthesis and Catalysis; vol. 359; nb. 14; (2017); p. 2364 - 2368, View in Reaxys

2a'

Lu, Ning; Bai, Fuquan; Fang, Yanhong; Wei, Zhonglin; Cao, Jungang; Liang, Dapeng; Lin, Yingjie; Duan, Haifeng; Advanced Synthesis and Catalysis; vol. 359; nb. 23; (2017); p. 4111 - 4116, View in Reaxys

Howlader, Prodip; Das, Paramita; Zangrando, Ennio; Mukherjee, Partha Sarathi; Journal of the American Chemical Society; vol. 138; nb. 5; (2016); p. 1668 - 1676, View in Reaxys; Foli, Giacomo; D'Elia, Cecilia Sasso; Fochi, Mariafrancesca; Bernardi, Luca; RSC Advances; vol. 6; nb. 71; (2016); p. 66490 - 66494, View in Reaxys

Choudhary, Manoj K.; Rao Ganga, Venkata Subba; Menapara, Tusharkumar; Kureshy, Rukhsana I.; Khan, Noor-Ul H.; Abdi, Sayed H. R.; Suresh, Eringathodi; RSC Advances; vol. 6; nb. 106; (2016); p. 104148 - 104153, View in Reaxys

Howlader, Prodip; Mukherjee, Partha Sarathi; Chemical Science; vol. 7; nb. 9; (2016); p. 5893 - 5899, View in Reaxys

Kiyokawa, Kensuke; Nagata, Takaya; Hayakawa, Junpei; Minakata, Satoshi; Chemistry - A European Journal; vol. 21; nb. 3; (2015); p. 1280 - 1285, View in Reaxys

Reß, Tina; Hummel, Werner; Hanlon, Steven P.; Iding, Hans; Gröger, Harald; ChemCatChem; vol. 7; nb. 8; (2015); p. 1302 - 1311, View in Reaxys

Chen, Jiean; Meng, Sixuan; Wang, Leming; Tang, Hongmei; Huang, Yong; Chemical Science; vol. 6; nb. 7; (2015); p. 4184 - 4189, View in Reaxys

Anderson, James C.; Koovits, Paul J.; Chemical Science; vol. 4; nb. 7; (2013); p. 2897 - 2901,5, View in Reaxys

19a

Durchschein, Katharina; Wallner, Silvia; MacHeroux, Peter; Schwab, Wilfried; Winkler, Thorsten; Kreis, Wolfgang; Faber, Kurt; European Journal of Organic Chemistry; nb. 26; (2012); p. 4963 - 4968, View in Reaxys

Patent; Sumitomo Chemical Company, Limited; Carreira, Erick M.; EP2311846; (2011); (A1) English, View in Reaxys

Table1, entry9, product

Ramgopal; Ramesh; Chakradhar; Reddy, N. Maasi; Rajanna; Tetrahedron Letters; vol. 48; nb. 23; (2007); p. 4043 4045, View in Reaxys

Jang, Yeong-Jiunn; Lin, Wen-Wei; Shih, Yuh-Kuo; Liu, Ju-Tsung; Hwang, Ming-Hsing; Yao, Ching-Fa; Tetrahedron; vol. 59; nb. 27; (2003); p. 4979 - 4992, View in Reaxys

Bandgar; Kasture; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 40; nb. 12; (2001); p. 1239 - 1241, View in Reaxys

t.,pr.,sr.no.10

Bandgar; Uppalla; Synthetic Communications; vol. 30; nb. 12; (2000); p. 2071 - 2075, View in Reaxys

Abbenante, Giovanni; Hughes, Robert; Prager, Rolf H.; Australian Journal of Chemistry; vol. 47; nb. 8; (1994); p. 1441 - 1452, View in Reaxys

entry 3

Ranu; Chakraborty; Tetrahedron; vol. 48; nb. 25; (1992); p. 5317 - 5322, View in Reaxys

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IIb

Yandovskii, V. N.; Ryabinkin, I. I.; Tselinskii, I. V.; Journal of Organic Chemistry USSR (English Translation); vol. 16; nb. 10; (1980); p. 1773 - 1775; Zhurnal Organicheskoi Khimii; vol. 16; nb. 10; (1980); p. 2084 - 2086, View in Reaxys

Bordwell et al.; Journal of Organic Chemistry; vol. 43; (1978); p. 3107,3108, View in Reaxys

Vasil'eva,O.S. et al.; Zhurnal Organicheskoi Khimii; vol. 14; nb. 7; (1978); p. 1420 - 1422,1326 - 1327, View in Reaxys

Bluhm; Weinstein; Journal of the American Chemical Society; vol. 87; (1965); p. 5511, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.678

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Boiling Point (3) Boiling Point [°C]

Pressure (Boiling Point) [Torr]

References

125

Tuaillon; Perrot; Helvetica Chimica Acta; vol. 61; (1978); p. 558,563, View in Reaxys

85 - 90

1-2

Vasil'eva,O.S. et al.; Zhurnal Organicheskoi Khimii; vol. 14; nb. 7; (1978); p. 1420 - 1422,1326 1327, View in Reaxys

90 - 100

0.5 - 0.8

Kaufman; Miller; Journal of Organic Chemistry; vol. 34; (1969); p. 1495, View in Reaxys

Refractive Index (1) Refractive Index Wavelength (ReTemperature (Refractive Index) [nm] fractive Index) [°C] 1.578

589

References Vasil'eva,O.S. et al.; Zhurnal Organicheskoi Khimii; vol. 14; nb. 7; (1978); p. 1420 - 1422,1326 - 1327, View in Reaxys

Electrochemical Behaviour (1) Description (Elec- References trochemical Behaviour) Electrochemical properties

Berndt,A.; Angewandte Chemie; vol. 79; (1967); p. 240 - 241, View in Reaxys

Further Information (1) Description (FurReferences ther Information) Further information Bluhm; Weinstein; Journal of the American Chemical Society; vol. 87; (1965); p. 5511, View in Reaxys Solubility (MCS) (1) 1 of 1

Comment (Solubility (MCS))

insoluble in water

Howlader, Prodip; Mukherjee, Partha Sarathi; Chemical Science; vol. 7; nb. 9; (2016); p. 5893 - 5899, View in Reaxys NMR Spectroscopy (5) 1 of 5

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Taniguchi, Tsuyoshi; Fujii, Tatsuya; Ishibashi, Hiroyuki; Journal of Organic Chemistry; vol. 75; nb. 23; (2010); p. 8126 8132, View in Reaxys

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2 of 5

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Taniguchi, Tsuyoshi; Fujii, Tatsuya; Ishibashi, Hiroyuki; Journal of Organic Chemistry; vol. 75; nb. 23; (2010); p. 8126 8132, View in Reaxys 3 of 5

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

17.54

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Wang, Xiao; Chen, Yong-Fei; Niu, Liang-Feng; Xu, Peng-Fei; Organic Letters; vol. 11; nb. 15; (2009); p. 3310 - 3313, View in Reaxys 4 of 5

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 360 scopy) [MHz] Hall, Melanie; Stueckler, Clemens; Ehammer, Heidemarie; Pointner, Eva; Oberdorfer, Gustav; Gruber, Karl; Hauer, Bernard; Stuermer, Rainer; Kroutil, Wolfgang; Macheroux, Peter; Faber, Kurt; Advanced Synthesis and Catalysis; vol. 350; nb. 3; (2008); p. 411 - 418, View in Reaxys 5 of 5

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Penczek,S. et al.; Journal of the American Chemical Society; vol. 90; nb. 8; (1968); p. 2174 - 2175, View in Reaxys IR Spectroscopy (4) 1 of 4

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

1520 - 1340 cm**(-1)

Abbenante, Giovanni; Hughes, Robert; Prager, Rolf H.; Australian Journal of Chemistry; vol. 47; nb. 8; (1994); p. 1441 1452, View in Reaxys 2 of 4

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CCl4

Comment (IR Spectroscopy)

1620 - 1340 cm**(-1)

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Description (IR Spectroscopy)

Tuaillon; Perrot; Helvetica Chimica Acta; vol. 61; (1978); p. 558,563, View in Reaxys 4 of 4

Description (IR Spectroscopy)

Bands

Vasil'eva,O.S. et al.; Zhurnal Organicheskoi Khimii; vol. 14; nb. 7; (1978); p. 1420 - 1422,1326 - 1327, View in Reaxys Mass Spectrometry (2) Description (Mass References Spectrometry) HRMS (High resolution mass spectrometry); FAB (Fast atom bombardment); Spectrum

Taniguchi, Tsuyoshi; Fujii, Tatsuya; Ishibashi, Hiroyuki; Journal of Organic Chemistry; vol. 75; nb. 23; (2010); p. 8126 - 8132, View in Reaxys

spectrum; chemical ionization (CI)

Abbenante, Giovanni; Hughes, Robert; Prager, Rolf H.; Australian Journal of Chemistry; vol. 47; nb. 8; (1994); p. 1441 - 1452, View in Reaxys

UV/VIS Spectroscopy (1) 1 of 1

Description (UV/VIS Spectroscopy)

UV/VIS

Bordwell et al.; Journal of Organic Chemistry; vol. 43; (1978); p. 3107,3108, View in Reaxys

Reaxys ID 2413679 View in Reaxys

2/65 CAS Registry Number: 5670-65-5 Chemical Name: (Z)-(1-nitroprop-1-en-2-yl)benzene; (Z)-2-phenyl-1-nitroprop-1-ene; (Z)-1-nitro-2-phenylpropene; 1-nitro-2-phenyl-1-propene Linear Structure Formula: C9H9NO2 Molecular Formula: C9H9NO2 Molecular Weight: 163.176 Type of Substance: isocyclic InChI Key: KFNFMBKUWFTFAE-FPLPWBNLSA-N Note:

N O

Substance Label (12) Label References 1a

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

(Z)-5a

Gao, Jian-Rong; Wu, Hao; Xiang, Bin; Yu, Wu-Bin; Han, Liang; Jia, Yi-Xia; Journal of the American Chemical Society; vol. 135; nb. 8; (2013); p. 2983 - 2986, View in Reaxys

(Z)-4m

Maity, Soham; Manna, Srimanta; Rana, Sujoy; Naveen, Togati; Mallick, Arijit; Maiti, Debabrata; Journal of the American Chemical Society; vol. 135; nb. 9; (2013); p. 3355 - 3358, View in Reaxys

(Z)-10a

Mansell, David J.; Toogood, Helen S.; Waller, John; Hughes, John M.X.; Levy, Colin W.; Gardiner, John M.; Scrutton, Nigel S.; ACS Catalysis; vol. 3; nb. 3; (2013); p. 370 - 379, View in Reaxys

19a

Z-product, entry 8

Campos, Pedro J.; Garcia, Barbara; Rodriguez, Miguel A.; Tetrahedron Letters; vol. 41; nb. 6; (2000); p. 979 - 982, View in Reaxys

Barco, Achille; Benetti, Simonetta; De Risi, Carmela; Morelli, Carlo F.; Pollini, Gian P.; Zanirato, Vinicio; Tetrahedron; vol. 52; nb. 27; (1996); p. 9275 - 9288, View in Reaxys

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(Z)-10

Abbenante, Giovanni; Hughes, Robert; Prager, Rolf H.; Australian Journal of Chemistry; vol. 47; nb. 8; (1994); p. 1441 - 1452, View in Reaxys

Felluga, F.; Nitti, P.; Pitacco, G.; Valentin, E.; Tetrahedron Letters; vol. 29; nb. 33; (1988); p. 4165 - 4168, View in Reaxys

11b

Miller et al.; Journal of Organic Chemistry; vol. 41; (1976); p. 2112,2118, View in Reaxys

2, cis

Sousa et al.; Journal of Organic Chemistry; vol. 34; (1969); p. 3320,3323, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.678

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Refractive Index (1) Refractive Index Wavelength (ReTemperature (Refractive Index) [nm] fractive Index) [°C] 1.569

589

Chromatographic Data (1) Chromatographic Location data GC (Gas chromatography)

References Miller et al.; Journal of Organic Chemistry; vol. 41; (1976); p. 2112,2118, View in Reaxys

References

Crystal Property Description (1) Colour & Other References Properties yellow

Toogood, Helen S.; Fryszkowska, Anna; Hare, Victoria; Fisher, Karl; Roujeinikova, Anna; Leys, David; Gardiner, John M.; Stephens, Gill M.; Scrutton, Nigel S.; Advanced Synthesis and Catalysis; vol. 350; nb. 17; (2008); p. 2789 - 2803, View in Reaxys

NMR Spectroscopy (7) 1 of 7

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75 scopy) [MHz]

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Location

supporting information

Description (NMR Spectroscopy)

DEPT (Distorsionless Enhancement by Polarisation Transfer); Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Greenop, Michael W.; Thomas, C. Barry; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); nb. 8; (1995); p. 1595 - 1600, View in Reaxys; Barco, Achille; Benetti, Simonetta; De Risi, Carmela; Morelli, Carlo F.; Pollini, Gian P.; Zanirato, Vinicio; Tetrahedron; vol. 52; nb. 27; (1996); p. 9275 - 9288, View in Reaxys 5 of 7

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

CDCl3

Comment (NMR Spectroscopy)

1H-1H

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CCl4

Abbenante, Giovanni; Hughes, Robert; Prager, Rolf H.; Australian Journal of Chemistry; vol. 47; nb. 8; (1994); p. 1441 1452, View in Reaxys 7 of 7

Description (NMR Spectroscopy)

NMR

Sousa et al.; Journal of Organic Chemistry; vol. 34; (1969); p. 3320,3323, View in Reaxys; Miller et al.; Journal of Organic Chemistry; vol. 41; (1976); p. 2112,2118, View in Reaxys IR Spectroscopy (3) 1 of 3

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

neat liquid

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2 of 3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1500 - 1330 cm**(-1)

Barco, Achille; Benetti, Simonetta; De Risi, Carmela; Morelli, Carlo F.; Pollini, Gian P.; Zanirato, Vinicio; Tetrahedron; vol. 52; nb. 27; (1996); p. 9275 - 9288, View in Reaxys 3 of 3

Description (IR Spectroscopy)

Sousa et al.; Journal of Organic Chemistry; vol. 34; (1969); p. 3320,3323, View in Reaxys Mass Spectrometry (2) Description (Mass References Spectrometry) EI (Electron impact); Spectrum

HRMS (High resolution mass spectrometry); CI (Chemical ionization); Spectrum

UV/VIS Spectroscopy (2) 1 of 2

Absorption Maxima (UV/ VIS) [nm]

208

Description (UV/VIS Spectroscopy)

Absorption maxima

Sousa et al.; Journal of Organic Chemistry; vol. 34; (1969); p. 3320,3323, View in Reaxys

Reaxys ID 2413680 View in Reaxys

3/65 CAS Registry Number: 5670-65-5; 15795-70-7; 15241-24-4 Chemical Name: (E)-1-nitro-2-phenyl-1-propene; trans-α-methyl-α-nitrostyrene; (E)-α-methyl-α-nitrostyrene; α-methyl-α-nitrostyrene; (E)-(1-nitroprop-1-en-2-yl)benzene; [(E)-1-methyl-2-nitrovinyl]benzene; (E)-1-nitro-2-phenylprop-1-ene Linear Structure Formula: C9H9NO2 Molecular Formula: C9H9NO2 Molecular Weight: 163.176 Type of Substance: isocyclic InChI Key: KFNFMBKUWFTFAE-BQYQJAHWSA-N Note:

O N O

Substance Label (21) Label References 1a

Wu, Jing; Mampreian, Dawn M.; Hoveyda, Amir H.; Journal of the American Chemical Society; vol. 127; nb. 13; (2005); p. 4584 - 4585, View in Reaxys; Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys; Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys; Zhao, Qingyang; Li, Shengkun; Huang, Kexuan; Wang, Rui; Zhang, Xumu; Organic Letters; vol. 15; nb. 15; (2013); p. 4014 - 4017, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys; Xu, Weici; Arieno, Marcus; Löw, Henrik; Huang, Kaifang; Xie, Xiulan; Cruchter, Thomas; Ma, Qiao; Xi, Jianwei; Huang, Biao; Wiest, Olaf; Gong,

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Lei; Meggers, Eric; Journal of the American Chemical Society; vol. 138; nb. 28; (2016); p. 8774 - 8780, View in Reaxys; Bernardi, Luca; Fochi, Mariafrancesca; Molecules; vol. 21; nb. 8; (2016); Art.No: 1000, View in Reaxys; Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys; Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 1778, View in Reaxys 2

Trost, Barry M.; Bringley, Dustin A.; O'Keefe, B. Michael; Organic Letters; vol. 15; nb. 22; (2013); p. 5630 - 5633, View in Reaxys; Yuan, Jia-Ni; Liu, Hui-Xia; Tian, Qin-Qin; Ji, Nan; Shen, Kuo; He, Wei; Synthesis (Germany); vol. 50; nb. 13; (2018); p. 2577 - 2586, View in Reaxys

13a

Pei, Xiao-Qiong; Xu, Meng-Yu; Wu, Zhong-Liu; Journal of Molecular Catalysis B: Enzymatic; vol. 123; (2016); p. 91 - 99, View in Reaxys

Zhao, An; Jiang, Qing; Jia, Jing; Xu, Bin; Liu, Yufeng; Zhang, Mingzhong; Liu, Qiang; Luo, Weiping; Guo, Cancheng; Tetrahedron Letters; vol. 57; nb. 1; (2016); p. 80 - 84, View in Reaxys

(E)-1a

Bertolotti, Mattia; Brenna, Elisabetta; Crotti, Michele; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Santangelo, Sara; ChemCatChem; vol. 8; nb. 3; (2016); p. 577 - 583, View in Reaxys

Wu, Hao; Sheng, Wei-Jian; Chen, Bin; Liu, Ren-Rong; Gao, Jian-Rong; Jia, Yi-Xia; Synlett; vol. 26; nb. 20; (2015); p. 2817 - 2820; Art.No: ST-2015-S0581-C, View in Reaxys

Wu, Na; Wahl, Benoit; Woodward, Simon; Lewis, William; Chemistry - A European Journal; vol. 20; nb. 25; (2014); p. 7718 - 7724, View in Reaxys

(E)-5a

Gao, Jian-Rong; Wu, Hao; Xiang, Bin; Yu, Wu-Bin; Han, Liang; Jia, Yi-Xia; Journal of the American Chemical Society; vol. 135; nb. 8; (2013); p. 2983 - 2986, View in Reaxys

(E)-4m

Maity, Soham; Manna, Srimanta; Rana, Sujoy; Naveen, Togati; Mallick, Arijit; Maiti, Debabrata; Journal of the American Chemical Society; vol. 135; nb. 9; (2013); p. 3355 - 3358, View in Reaxys

a13

Xu, Changzhu; Du, Jianguo; Ma, Lichao; Li, Guowei; Tao, Minli; Zhang, Wenqin; Tetrahedron; vol. 69; nb. 23; (2013); p. 4749 - 4757, View in Reaxys

Naveen, Togati; Maity, Soham; Sharma, Upendra; Maiti, Debabrata; Journal of Organic Chemistry; vol. 78; nb. 12; (2013); p. 5949 - 5954, View in Reaxys

(E)-10a

Mansell, David J.; Toogood, Helen S.; Waller, John; Hughes, John M.X.; Levy, Colin W.; Gardiner, John M.; Scrutton, Nigel S.; ACS Catalysis; vol. 3; nb. 3; (2013); p. 370 - 379, View in Reaxys

Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 - 6716, View in Reaxys

19a

Czekelius, Constantin; Carreira, Erick M.; Angewandte Chemie - International Edition; vol. 42; nb. 39; (2003); p. 4793 - 4795, View in Reaxys; Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys

Zagozda, Marcin; Plenkiewicz, Jan; Tetrahedron Asymmetry; vol. 18; nb. 12; (2007); p. 1457 - 1464, View in Reaxys

Hall, Melanie; Stueckler, Clemens; Kroutil, Wolfgang; Macheroux, Peter; Faber, Kurt; Angewandte Chemie - International Edition; vol. 46; nb. 21; (2007); p. 3934 - 3937, View in Reaxys

Shen, Kao-Hsien; Liu, Ju-Tsung; Wu, Yih-Ru; Yao, Ching-Fa; Synthetic Communications; vol. 37; nb. 20; (2007); p. 3677 - 3687, View in Reaxys

Sun, Xiaohua; Sengupta, Sujata; Petersen; Wang, Hong; Lewis, James P.; Shi, Xiaodong; Organic Letters; vol. 9; nb. 22; (2007); p. 4495 - 4498, View in Reaxys

E-product, entry 8

Campos, Pedro J.; Garcia, Barbara; Rodriguez, Miguel A.; Tetrahedron Letters; vol. 41; nb. 6; (2000); p. 979 - 982, View in Reaxys

Chu, Cheng-Ming; Liu, Ju-Tsung; Lin, Wen-Wei; Yao, Ching-Fa; Journal of the Chemical Society - Perkin Transactions 1; nb. 1; (1999); p. 47 - 52, View in Reaxys

Patent-Specific Data (3) References Patent; Yuanjiang Hualong Catalysis Technology Co., Ltd.; Guo Cancheng; Cao Zhongzhong; Guo Xin; (25 pag.); CN106995373; (2017); (A) Chinese, View in Reaxys Patent; Yuanjiang Hualong Catalysis Technology Co., Ltd.; Guo Cancheng; Cao Zhongzhong; Guo Xin; (25 pag.); CN107032939; (2017); (A) Chinese, View in Reaxys

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Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; CARREIRA, Erick, M.; WO2004/103951; (2004); (A1) English, View in Reaxys Druglikeness (1) 1 of 1

LogP

2.678

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Melting Point (2) 1 of 2

Melting Point [°C]

54 - 56

Location

supporting information

Xu, Changzhu; Du, Jianguo; Ma, Lichao; Li, Guowei; Tao, Minli; Zhang, Wenqin; Tetrahedron; vol. 69; nb. 23; (2013); p. 4749 - 4757, View in Reaxys 2 of 2

Melting Point [°C]

15 - 20

Miller et al.; Journal of Organic Chemistry; vol. 41; (1976); p. 2112,2118, View in Reaxys Refractive Index (1) Refractive Index Wavelength (ReTemperature (Refractive Index) [nm] fractive Index) [°C] 1.6014

589

Chromatographic Data (2) Chromatographic Location data

References Miller et al.; Journal of Organic Chemistry; vol. 41; (1976); p. 2112,2118, View in Reaxys

References

GC (Gas chromatography)

supporting informa- Durchschein, Katharina; Wallner, Silvia; MacHeroux, Peter; Schwab, Wilfried; Winkler, tion Thorsten; Kreis, Wolfgang; Faber, Kurt; European Journal of Organic Chemistry; nb. 26; (2012); p. 4963 - 4968, View in Reaxys; Pei, Xiao-Qiong; Xu, Meng-Yu; Wu, Zhong-Liu; Journal of Molecular Catalysis B: Enzymatic; vol. 123; (2016); p. 91 - 99, View in Reaxys

TLC (Thin layer chromatography)

supporting informa- Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; tion nb. 39; (2013); p. 6713 - 6716, View in Reaxys

Crystal Property Description (5) Colour & Other Location Properties yellow

References Naveen, Togati; Maity, Soham; Sharma, Upendra; Maiti, Debabrata; Journal of Organic Chemistry; vol. 78; nb. 12; (2013); p. 5949 - 5954, View in Reaxys; Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys

yellow

Paragraph 0128

Patent; Yuanjiang Hualong Catalysis Technology Co., Ltd.; Guo Cancheng; Cao Zhongzhong; Guo Xin; (25 pag.); CN106995373; (2017); (A) Chinese, View in Reaxys

yellow

Paragraph 0129

Patent; Yuanjiang Hualong Catalysis Technology Co., Ltd.; Guo Cancheng; Cao Zhongzhong; Guo Xin; (25 pag.); CN107032939; (2017); (A) Chinese, View in Reaxys

yellow

supporting informa- Maity, Soham; Manna, Srimanta; Rana, Sujoy; Naveen, Togati; Mallick, Arijit; Maiti, Debation brata; Journal of the American Chemical Society; vol. 135; nb. 9; (2013); p. 3355 - 3358, View in Reaxys; Xu, Changzhu; Du, Jianguo; Ma, Lichao; Li, Guowei; Tao, Minli; Zhang, Wenqin; Tetrahedron; vol. 69; nb. 23; (2013); p. 4749 - 4757, View in Reaxys; Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 - 6716, View in Reaxys; Trost, Barry M.; Bringley, Dustin A.; O'Keefe, B. Michael; Organic Letters; vol. 15; nb. 22; (2013); p. 5630 - 5633, View in Reaxys; Zhao, An; Jiang, Qing; Jia, Jing; Xu, Bin; Liu, Yufeng; Zhang, Mingzhong; Liu, Qiang; Luo, Weiping; Guo, Cancheng; Tetrahedron Letters; vol. 57; nb. 1; (2016); p. 80 - 84, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 4815, View in Reaxys

10/100

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yellow

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

NMR Spectroscopy (33) 1 of 33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Maity, Soham; Manna, Srimanta; Rana, Sujoy; Naveen, Togati; Mallick, Arijit; Maiti, Debabrata; Journal of the American Chemical Society; vol. 135; nb. 9; (2013); p. 3355 - 3358, View in Reaxys; Xu, Changzhu; Du, Jianguo; Ma, Lichao; Li, Guowei; Tao, Minli; Zhang, Wenqin; Tetrahedron; vol. 69; nb. 23; (2013); p. 4749 - 4757, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 - 6716, View in Reaxys; Zhao, An; Jiang, Qing; Jia, Jing; Xu, Bin; Liu, Yufeng; Zhang, Mingzhong; Liu, Qiang; Luo, Weiping; Guo, Cancheng; Tetrahedron Letters; vol. 57; nb. 1; (2016); p. 80 - 84, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys; Yuan, Jia-Ni; Liu, Hui-Xia; Tian, Qin-Qin; Ji, Nan; Shen, Kuo; He, Wei; Synthesis (Germany); vol. 50; nb. 13; (2018); p. 2577 - 2586, View in Reaxys 2 of 33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys 3 of 33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Location

supporting information

Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys 4 of 33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz]

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Location

Paragraph 0128

Patent; Yuanjiang Hualong Catalysis Technology Co., Ltd.; Guo Cancheng; Cao Zhongzhong; Guo Xin; (25 pag.); CN106995373; (2017); (A) Chinese, View in Reaxys 5 of 33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 101 scopy) [MHz] Location

Paragraph 0128

Patent; Yuanjiang Hualong Catalysis Technology Co., Ltd.; Guo Cancheng; Cao Zhongzhong; Guo Xin; (25 pag.); CN106995373; (2017); (A) Chinese, View in Reaxys 6 of 33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

Paragraph 0043; 0129

Patent; Yuanjiang Hualong Catalysis Technology Co., Ltd.; Guo Cancheng; Cao Zhongzhong; Guo Xin; (25 pag.); CN107032939; (2017); (A) Chinese, View in Reaxys 7 of 33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 101 scopy) [MHz] Location

Paragraph 0044; 0129

Patent; Yuanjiang Hualong Catalysis Technology Co., Ltd.; Guo Cancheng; Cao Zhongzhong; Guo Xin; (25 pag.); CN107032939; (2017); (A) Chinese, View in Reaxys 8 of 33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Naveen, Togati; Maity, Soham; Sharma, Upendra; Maiti, Debabrata; Journal of Organic Chemistry; vol. 78; nb. 12; (2013); p. 5949 - 5954, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 - 6716, View in Reaxys; Zhao, An; Jiang, Qing; Jia, Jing; Xu, Bin; Liu, Yufeng; Zhang, Mingzhong; Liu, Qiang; Luo, Weiping; Guo, Cancheng; Tetrahedron Letters; vol. 57; nb. 1; (2016); p. 80 - 84, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

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9 of 33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 101 scopy) [MHz] Location

supporting information

Maity, Soham; Manna, Srimanta; Rana, Sujoy; Naveen, Togati; Mallick, Arijit; Maiti, Debabrata; Journal of the American Chemical Society; vol. 135; nb. 9; (2013); p. 3355 - 3358, View in Reaxys 10 of 33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Naveen, Togati; Maity, Soham; Sharma, Upendra; Maiti, Debabrata; Journal of Organic Chemistry; vol. 78; nb. 12; (2013); p. 5949 - 5954, View in Reaxys 11 of 33

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Trost, Barry M.; Bringley, Dustin A.; O'Keefe, B. Michael; Organic Letters; vol. 15; nb. 22; (2013); p. 5630 - 5633, View in Reaxys 12 of 33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Schneider, Jakob F.; Lauber, Markus B.; Muhr, Vanessa; Kratzer, Domenic; Paradies, Jan; Organic and Biomolecular Chemistry; vol. 9; nb. 11; (2011); p. 4323 - 4327, View in Reaxys; Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys 13 of 33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13/100

2018-08-17 22:03:33

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 250 scopy) [MHz] Location

supporting information

Schneider, Jakob F.; Falk, Florian C.; Froehlich, Roland; Paradies, Jan; European Journal of Organic Chemistry; nb. 12; (2010); p. 2265 - 2269, View in Reaxys; Schneider, Jakob F.; Lauber, Markus B.; Muhr, Vanessa; Kratzer, Domenic; Paradies, Jan; Organic and Biomolecular Chemistry; vol. 9; nb. 11; (2011); p. 4323 - 4327, View in Reaxys 14 of 33

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz] Wu, Jing; Mampreian, Dawn M.; Hoveyda, Amir H.; Journal of the American Chemical Society; vol. 127; nb. 13; (2005); p. 4584 - 4585, View in Reaxys; Zagozda, Marcin; Plenkiewicz, Jan; Tetrahedron Asymmetry; vol. 18; nb. 12; (2007); p. 1457 1464, View in Reaxys; Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys 15 of 33

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 100 scopy) [MHz] Zagozda, Marcin; Plenkiewicz, Jan; Tetrahedron Asymmetry; vol. 18; nb. 12; (2007); p. 1457 - 1464, View in Reaxys; Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys 16 of 33

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 100 scopy) [MHz] Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys 17 of 33

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz] Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys 18 of 33

Description (NMR Spectroscopy)

Chemical shifts

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Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 360 scopy) [MHz] Location

supporting information

Hall, Melanie; Stueckler, Clemens; Hauer, Bernhard; Stuermer, Rainer; Friedrich, Thomas; Breuer, Michael; Kroutil, Wolfgang; Faber, Kurt; European Journal of Organic Chemistry; nb. 9; (2008); p. 1511 - 1516, View in Reaxys 19 of 33

Description (NMR Spectroscopy)

HMBC (Heteronuclear Multiple Bond Coherence)

Nucleus (NMR Spectroscopy)

1H; 13C

Location

supporting information

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 300.13 scopy) [MHz] Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys 21 of 33

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 75.4677 scopy) [MHz] Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys 22 of 33

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 300 scopy) [MHz] Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys

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23 of 33

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

26.84

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 360 scopy) [MHz] Hall, Melanie; Stueckler, Clemens; Kroutil, Wolfgang; Macheroux, Peter; Faber, Kurt; Angewandte Chemie - International Edition; vol. 46; nb. 21; (2007); p. 3934 - 3937, View in Reaxys 25 of 33

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 300 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys 26 of 33

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 75 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys 27 of 33

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

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Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 300 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Letters; vol. 6; nb. 24; (2004); p. 4575 - 4577, View in Reaxys 28 of 33

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 75 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Letters; vol. 6; nb. 24; (2004); p. 4575 - 4577, View in Reaxys 29 of 33

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Greenop, Michael W.; Thomas, C. Barry; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); nb. 8; (1995); p. 1595 - 1600, View in Reaxys; Berg, Ulf; Butts, Craig P.; Eberson, Lennart; Hartshorn, Michael P.; Persson, Ola; Acta Chemica Scandinavica; vol. 52; nb. 6; (1998); p. 761 - 769, View in Reaxys 30 of 33

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

CDCl3

Comment (NMR Spectroscopy)

1H-1H

Greenop, Michael W.; Thomas, C. Barry; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); nb. 8; (1995); p. 1595 - 1600, View in Reaxys; Berg, Ulf; Butts, Craig P.; Eberson, Lennart; Hartshorn, Michael P.; Persson, Ola; Acta Chemica Scandinavica; vol. 52; nb. 6; (1998); p. 761 - 769, View in Reaxys 31 of 33

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CCl4

Ohta, Hiromichi; Kobayashi, Naoki; Ozaki, Kazuhiko; Journal of Organic Chemistry; vol. 54; nb. 8; (1989); p. 1802 - 1804, View in Reaxys; Abbenante, Giovanni; Hughes, Robert; Prager, Rolf H.; Australian Journal of Chemistry; vol. 47; nb. 8; (1994); p. 1441 - 1452, View in Reaxys 32 of 33

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

CCl4

Comment (NMR Spectroscopy)

1H-1H

Abbenante, Giovanni; Hughes, Robert; Prager, Rolf H.; Australian Journal of Chemistry; vol. 47; nb. 8; (1994); p. 1441 1452, View in Reaxys 33 of 33

Description (NMR Spectroscopy)

NMR

17/100

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Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Location

supporting information

Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 6716, View in Reaxys 2 of 6

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys 3 of 6

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

film

Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys 4 of 6

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

film

Czekelius, Constantin; Carreira, Erick M.; Organic Letters; vol. 6; nb. 24; (2004); p. 4575 - 4577, View in Reaxys 5 of 6

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

3100 - 600 cm**(-1)

Ohta, Hiromichi; Kobayashi, Naoki; Ozaki, Kazuhiko; Journal of Organic Chemistry; vol. 54; nb. 8; (1989); p. 1802 - 1804, View in Reaxys 6 of 6

Description (IR Spectroscopy)

Sousa et al.; Journal of Organic Chemistry; vol. 34; (1969); p. 3320,3323, View in Reaxys Mass Spectrometry (8) Description (Mass Location Spectrometry)

References

gas chromatograParagraph 0128 phy mass spectrometry (GCMS); spectrum

Patent; Yuanjiang Hualong Catalysis Technology Co., Ltd.; Guo Cancheng; Cao Zhongzhong; Guo Xin; (25 pag.); CN106995373; (2017); (A) Chinese, View in Reaxys

gas chromatograParagraph 0129 phy mass spectrometry (GCMS); spectrum

Patent; Yuanjiang Hualong Catalysis Technology Co., Ltd.; Guo Cancheng; Cao Zhongzhong; Guo Xin; (25 pag.); CN107032939; (2017); (A) Chinese, View in Reaxys

spectrum

supporting informa- Zhao, An; Jiang, Qing; Jia, Jing; Xu, Bin; Liu, Yufeng; Zhang, Mingzhong; Liu, Qiang; tion Luo, Weiping; Guo, Cancheng; Tetrahedron Letters; vol. 57; nb. 1; (2016); p. 80 - 84, View in Reaxys

gas chromatograsupporting informa- Maity, Soham; Manna, Srimanta; Rana, Sujoy; Naveen, Togati; Mallick, Arijit; Maiti, Debaphy mass spectrom- tion brata; Journal of the American Chemical Society; vol. 135; nb. 9; (2013); p. 3355 - 3358, etry (GCMS); specView in Reaxys trum gas chromatography mass spectrom-

Naveen, Togati; Maity, Soham; Sharma, Upendra; Maiti, Debabrata; Journal of Organic Chemistry; vol. 78; nb. 12; (2013); p. 5949 - 5954, View in Reaxys

18/100

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etry (GCMS); spectrum electron impact (EI); spectrum

supporting informa- Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; tion nb. 39; (2013); p. 6713 - 6716, View in Reaxys

spectrum; electron impact (EI)

Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys; Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

spectrum

Ohta, Hiromichi; Kobayashi, Naoki; Ozaki, Kazuhiko; Journal of Organic Chemistry; vol. 54; nb. 8; (1989); p. 1802 - 1804, View in Reaxys

UV/VIS Spectroscopy (2) 1 of 2

Absorption Maxima (UV/ VIS) [nm]

306

Description (UV/VIS Spectroscopy)

Absorption maxima

Sousa et al.; Journal of Organic Chemistry; vol. 34; (1969); p. 3320,3323, View in Reaxys

Reaxys ID 2363534 View in Reaxys

4/65 CAS Registry Number: 66618-75-5 Chemical Name: α,α-Dimethyl-α-nitrostyrol Linear Structure Formula: C10H11NO2 Molecular Formula: C10H11NO2 Molecular Weight: 177.203 Type of Substance: isocyclic InChI Key: SMLHUHINFZJSHO-UHFFFAOYSA-N Note:

O N O

Druglikeness (1) 1 of 1

LogP

2.918

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Boiling Point (1) Boiling Point [°C] 103 - 106

Pressure (Boiling Point) [Torr]

References

Tuaillon; Perrot; Helvetica Chimica Acta; vol. 61; (1978); p. 558,563, View in Reaxys

IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Tuaillon; Perrot; Helvetica Chimica Acta; vol. 61; (1978); p. 558,563, View in Reaxys

Reaxys ID 2521190 View in Reaxys

5/65

19/100

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CAS Registry Number: 90922-14-8 Chemical Name: 1-Nitro-2-p-tolyl-propen-(1) Linear Structure Formula: C10H11NO2 Molecular Formula: C10H11NO2 Molecular Weight: 177.203 Type of Substance: isocyclic InChI Key: URWVMIBYTLBWKH-UHFFFAOYSA-N Note:

O N O

Substance Label (1) Label References 2d

Wu, Hao; Sheng, Wei-Jian; Chen, Bin; Liu, Ren-Rong; Gao, Jian-Rong; Jia, Yi-Xia; Synlett; vol. 26; nb. 20; (2015); p. 2817 - 2820; Art.No: ST-2015-S0581-C, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.115

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Boiling Point (1) Boiling Point [°C] 115 - 120

Pressure (Boiling Point) [Torr]

References

Ogloblin,K.A. et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 34; (1964); p. 170 - 181,168 - 178, View in Reaxys

Refractive Index (1) Refractive Index Wavelength (ReTemperature (Refractive Index) [nm] fractive Index) [°C] 1.5695

589

References Ogloblin,K.A. et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 34; (1964); p. 170 - 181,168 - 178, View in Reaxys

Density (1) 1 of 1

Density [g·cm-3]

1.0961

Reference Temperature [°C]

Measurement Temperature 20 [°C] Ogloblin,K.A. et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 34; (1964); p. 170 - 181,168 - 178, View in Reaxys

Reaxys ID 6502151 View in Reaxys

6/65 CAS Registry Number: 91923-49-8 Chemical Name: (Z)-(3-nitrobut-2-en-2-yl)benzene; (Z)-2-nitro-3phenylbut-2-ene; (Z)-3-phenyl-2-nitro-2-butene Linear Structure Formula: C10H11NO2 Molecular Formula: C10H11NO2 Molecular Weight: 177.203 Type of Substance: isocyclic InChI Key: SMLHUHINFZJSHO-HJWRWDBZSA-N Note:

N O

Substance Label (3) Label References 1

Kawai, Yasushi; Inaba, Yoshikazu; Hayashi, Motoko; Tokitoh, Norihiro; Tetrahedron Letters; vol. 42; nb. 19; (2001); p. 3367 - 3368, View in Reaxys

20/100

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Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys

Grant, Richard D.; Pinhey, John T.; Australian Journal of Chemistry; vol. 37; nb. 6; (1984); p. 1231 - 1244, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.918

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Boiling Point (1) Boiling Point [°C] 114

Pressure (Boiling Point) [Torr]

References

Grant, Richard D.; Pinhey, John T.; Australian Journal of Chemistry; vol. 37; nb. 6; (1984); p. 1231 - 1244, View in Reaxys

NMR Spectroscopy (5) 1 of 5

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Brenna, Elisabetta; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Serra, Stefano; Advanced Synthesis and Catalysis; vol. 354; nb. 1; (2012); p. 105 - 112, View in Reaxys 2 of 5

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Brenna, Elisabetta; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Serra, Stefano; Advanced Synthesis and Catalysis; vol. 354; nb. 1; (2012); p. 105 - 112, View in Reaxys 3 of 5

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Grant, Richard D.; Pinhey, John T.; Australian Journal of Chemistry; vol. 37; nb. 6; (1984); p. 1231 - 1244, View in Reaxys; Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys 4 of 5

Nucleus (NMR Spectroscopy)

21/100

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Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys 5 of 5

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

CDCl3

Comment (NMR Spectroscopy)

1H-1H

Grant, Richard D.; Pinhey, John T.; Australian Journal of Chemistry; vol. 37; nb. 6; (1984); p. 1231 - 1244, View in Reaxys IR Spectroscopy (2) 1 of 2

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys 2 of 2

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1515 - 705 cm**(-1)

Grant, Richard D.; Pinhey, John T.; Australian Journal of Chemistry; vol. 37; nb. 6; (1984); p. 1231 - 1244, View in Reaxys Mass Spectrometry (2) Description (Mass Location Spectrometry) GCMS (Gas chromatography mass spectrometry); EI (Electron impact); Spectrum

References

supporting informa- Brenna, Elisabetta; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Serra, Stefation no; Advanced Synthesis and Catalysis; vol. 354; nb. 1; (2012); p. 105 - 112, View in Reaxys

spectrum

Grant, Richard D.; Pinhey, John T.; Australian Journal of Chemistry; vol. 37; nb. 6; (1984); p. 1231 - 1244, View in Reaxys

UV/VIS Spectroscopy (1) 1 of 1

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

methanol

Absorption Maxima (UV/ VIS) [nm]

215; 269

Ext./Abs. Coefficient [l·mol-1cm-1]

8420; 3520

Grant, Richard D.; Pinhey, John T.; Australian Journal of Chemistry; vol. 37; nb. 6; (1984); p. 1231 - 1244, View in Reaxys

Reaxys ID 8830731 View in Reaxys

7/65

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Chemical Name: (E)-(3-nitrobut-2-en-2-yl)benzene; (E)-3-phenyl-2nitro-2-butene Linear Structure Formula: C10H11NO2 Molecular Formula: C10H11NO2 Molecular Weight: 177.203 Type of Substance: isocyclic InChI Key: SMLHUHINFZJSHO-CMDGGOBGSA-N Note:

O N O

Substance Label (1) Label References 3b

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.918

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (4) 1 of 4

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Brenna, Elisabetta; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Serra, Stefano; Advanced Synthesis and Catalysis; vol. 354; nb. 1; (2012); p. 105 - 112, View in Reaxys 2 of 4

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Brenna, Elisabetta; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Serra, Stefano; Advanced Synthesis and Catalysis; vol. 354; nb. 1; (2012); p. 105 - 112, View in Reaxys 3 of 4

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys 4 of 4

Description (NMR Spectroscopy)

Chemical shifts

23/100

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Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys Mass Spectrometry (1) Description (Mass Location Spectrometry) GCMS (Gas chromatography mass spectrometry); EI (Electron impact); Spectrum

References

Reaxys ID 11138717 View in Reaxys

8/65 CAS Registry Number: 947383-46-2 Chemical Name: (E)-1-methyl-4-(1-nitroprop-1-en-2-yl)benzene; (E)-2-(4-methylphenyl)-1-nitro-1-propene; (E)-1-nitro-2-(4-methylphenyl)propene Linear Structure Formula: C10H11NO2 Molecular Formula: C10H11NO2 Molecular Weight: 177.203 InChI Key: URWVMIBYTLBWKH-VQHVLOKHSA-N Note:

O N O

Substance Label (10) Label References 1e

Xu, Weici; Arieno, Marcus; Löw, Henrik; Huang, Kaifang; Xie, Xiulan; Cruchter, Thomas; Ma, Qiao; Xi, Jianwei; Huang, Biao; Wiest, Olaf; Gong, Lei; Meggers, Eric; Journal of the American Chemical Society; vol. 138; nb. 28; (2016); p. 8774 - 8780, View in Reaxys; Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Yang, Zan; Li, Jiao; Hua, Jie; Yang, Tao; Yi, Jianmin; Zhou, Congshan; Synlett; vol. 28; nb. 9; (2017); p. 1079 1082; Art.No: ST-2016-W0789-L, View in Reaxys

Manna, Srimanta; Antonchick, Andrey P.; Chemistry - A European Journal; vol. 23; nb. 32; (2017); p. 7825 - 7829, View in Reaxys

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 - 6716, View in Reaxys

Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys

24/100

2018-08-17 22:03:33

Zagozda, Marcin; Plenkiewicz, Jan; Tetrahedron Asymmetry; vol. 18; nb. 12; (2007); p. 1457 - 1464, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.115

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Chromatographic Data (1) Chromatographic Location data TLC (Thin layer chromatography)

supporting informa- Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; tion nb. 39; (2013); p. 6713 - 6716, View in Reaxys

Crystal Property Description (2) Colour & Other Location Properties yellow yellow

References

References Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys

supporting informa- Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; tion nb. 39; (2013); p. 6713 - 6716, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys; Yang, Zan; Li, Jiao; Hua, Jie; Yang, Tao; Yi, Jianmin; Zhou, Congshan; Synlett; vol. 28; nb. 9; (2017); p. 1079 - 1082; Art.No: ST-2016-W0789-L, View in Reaxys

NMR Spectroscopy (11) 1 of 11

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 - 6716, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys; Yang, Zan; Li, Jiao; Hua, Jie; Yang, Tao; Yi, Jianmin; Zhou, Congshan; Synlett; vol. 28; nb. 9; (2017); p. 1079 - 1082; Art.No: ST-2016-W0789-L, View in Reaxys; Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys 2 of 11

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

25/100

2018-08-17 22:03:33

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 - 6716, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys; Yang, Zan; Li, Jiao; Hua, Jie; Yang, Tao; Yi, Jianmin; Zhou, Congshan; Synlett; vol. 28; nb. 9; (2017); p. 1079 - 1082; Art.No: ST-2016-W0789-L, View in Reaxys; Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys 3 of 11

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Manna, Srimanta; Antonchick, Andrey P.; Chemistry - A European Journal; vol. 23; nb. 32; (2017); p. 7825 - 7829, View in Reaxys 4 of 11

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 250 scopy) [MHz] Location

supporting information

Schneider, Jakob F.; Lauber, Markus B.; Muhr, Vanessa; Kratzer, Domenic; Paradies, Jan; Organic and Biomolecular Chemistry; vol. 9; nb. 11; (2011); p. 4323 - 4327, View in Reaxys 5 of 11

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 63 scopy) [MHz] Location

supporting information

Schneider, Jakob F.; Lauber, Markus B.; Muhr, Vanessa; Kratzer, Domenic; Paradies, Jan; Organic and Biomolecular Chemistry; vol. 9; nb. 11; (2011); p. 4323 - 4327, View in Reaxys 6 of 11

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 75.4677 scopy) [MHz] Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys

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7 of 11

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

26.84

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

26.84

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 300 scopy) [MHz] Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys 10 of 11

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz] Zagozda, Marcin; Plenkiewicz, Jan; Tetrahedron Asymmetry; vol. 18; nb. 12; (2007); p. 1457 - 1464, View in Reaxys 11 of 11

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 100 scopy) [MHz]

27/100

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Zagozda, Marcin; Plenkiewicz, Jan; Tetrahedron Asymmetry; vol. 18; nb. 12; (2007); p. 1457 - 1464, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Location

supporting information

Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 6716, View in Reaxys Mass Spectrometry (2) Description (Mass Location Spectrometry)

References

high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); time-offlight mass spectra (TOFMS); spectrum

supporting informa- Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; tion nb. 39; (2013); p. 6713 - 6716, View in Reaxys

spectrum; electron impact (EI)

Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys

Reaxys ID 22818473 View in Reaxys

9/65 CAS Registry Number: 1402166-80-6 Chemical Name: (E)-1-methyl-2-(1-nitroprop-1-en-2-yl)benzene Linear Structure Formula: C10H11NO2 Molecular Formula: C10H11NO2 Molecular Weight: 177.203 InChI Key: ADOKEWZOTKPCEX-VQHVLOKHSA-N Note:

O N O

Substance Label (1) Label References 1k

Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.115

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Crystal Property Description (1) Colour & Other Location Properties yellow

References

supporting informa- Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and tion Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

28/100

2018-08-17 22:03:33

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys

Reaxys ID 28862758 View in Reaxys

10/65 O

Linear Structure Formula: C10H11NO2 Molecular Formula: C10H11NO2 Molecular Weight: 177.203 InChI Key: UYTSNSJVBSRZKN-UHFFFAOYSA-N Note:

N O

Substance Label (1) Label References 2c

Wu, Hao; Sheng, Wei-Jian; Chen, Bin; Liu, Ren-Rong; Gao, Jian-Rong; Jia, Yi-Xia; Synlett; vol. 26; nb. 20; (2015); p. 2817 - 2820; Art.No: ST-2015-S0581-C, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.115

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Reaxys ID 30915347 View in Reaxys

11/65 O

Chemical Name: (E)-1-methyl-3-(1-nitroprop-1-en-2-yl)benzene Linear Structure Formula: C10H11NO2 Molecular Formula: C10H11NO2 Molecular Weight: 177.203 InChI Key: UYTSNSJVBSRZKN-VQHVLOKHSA-N Note:

N O

Substance Label (1)

29/100

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Label

References

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.115

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Crystal Property Description (1) Colour & Other Location Properties yellow

References

supporting informa- Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; tion (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Location

supporting information

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Reaxys ID 11138720 View in Reaxys

12/65 CAS Registry Number: 947383-48-4 Chemical Name: (E)-1-fluoro-4-(1-nitroprop-1-en-2-yl)benzene; (E)-2-(4'-fluoro-phenyl)-1-nitro-propene; (E)-2-(4-fluorophenyl)-1-nitro-1-propene; (E)-2-(4-fluorophenyl)-1-nitropropene Linear Structure Formula: C9H8FNO2 Molecular Formula: C9H8FNO2 Molecular Weight: 181.166 InChI Key: RLYORAKGBASPCU-VOTSOKGWSA-N Note:

O N O

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Substance Label (6) Label References 1d

Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys

(E)-1e

Bertolotti, Mattia; Brenna, Elisabetta; Crotti, Michele; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Santangelo, Sara; ChemCatChem; vol. 8; nb. 3; (2016); p. 577 - 583, View in Reaxys

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.839

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Crystal Property Description (3) Colour & Other Location Properties yellow yellow

References Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys

yellow

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

NMR Spectroscopy (14) 1 of 14

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys 2 of 14

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

31/100

2018-08-17 22:03:33

Frequency (NMR Spectro- 125 scopy) [MHz] Location

supporting information

Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys 3 of 14

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys 4 of 14

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Coupling Nuclei

19F

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys 5 of 14

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

32/100

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Frequency (NMR Spectro- 250 scopy) [MHz] Location

supporting information

Schneider, Jakob F.; Lauber, Markus B.; Muhr, Vanessa; Kratzer, Domenic; Paradies, Jan; Organic and Biomolecular Chemistry; vol. 9; nb. 11; (2011); p. 4323 - 4327, View in Reaxys 7 of 14

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

29.84

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Frequency (NMR Spectro- 100.613 scopy) [MHz] Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys 12 of 14

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

29.84

Frequency (NMR Spectro- 400.13 scopy) [MHz] Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys 13 of 14

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

29.84

Frequency (NMR Spectro- 400 scopy) [MHz] Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys 14 of 14

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

29.84

Frequency (NMR Spectro- 100 scopy) [MHz] Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys Mass Spectrometry (1) Description (Mass References Spectrometry) spectrum; electron impact (EI)

UV/VIS Spectroscopy (1)

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1 of 1

Absorption Maxima (UV/ VIS) [nm]

312

Reaxys ID 19761860 View in Reaxys

13/65 O

Linear Structure Formula: C9H8FNO2 Molecular Formula: C9H8FNO2 Molecular Weight: 181.166 InChI Key: RLYORAKGBASPCU-UHFFFAOYSA-N Note:

N O

Substance Label (1) Label References 2c

Druglikeness (1) 1 of 1

LogP

2.839

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Reaxys ID 21214379 View in Reaxys

14/65 O

Linear Structure Formula: C9H8FNO2 Molecular Formula: C9H8FNO2 Molecular Weight: 181.166 InChI Key: OEJPIBJTMNJHLB-UHFFFAOYSA-N Note:

N F

Druglikeness (1) 1 of 1

LogP

2.839

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

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Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Uraguchi, Daisuke; Oyaizu, Keigo; Ooi, Takashi; Chemistry - A European Journal; vol. 18; nb. 27; (2012); p. 8306 - 8309, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 101 scopy) [MHz] Location

supporting information

Uraguchi, Daisuke; Oyaizu, Keigo; Ooi, Takashi; Chemistry - A European Journal; vol. 18; nb. 27; (2012); p. 8306 - 8309, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Location

supporting information

Comment (IR Spectroscopy)

neat (no solvent)

Uraguchi, Daisuke; Oyaizu, Keigo; Ooi, Takashi; Chemistry - A European Journal; vol. 18; nb. 27; (2012); p. 8306 - 8309, View in Reaxys Mass Spectrometry (1) Description (Mass Location Spectrometry) HRMS (High resolution mass spectrometry); ESI (Electrospray ionisation); Spectrum

References

supporting informa- Uraguchi, Daisuke; Oyaizu, Keigo; Ooi, Takashi; Chemistry - A European Journal; vol. 18; nb. tion 27; (2012); p. 8306 - 8309, View in Reaxys

Reaxys ID 22818467 View in Reaxys

15/65 CAS Registry Number: 1402166-81-7 Chemical Name: (E)-1-fluoro-3-(1-nitroprop-1-en-2-yl)benzene Linear Structure Formula: C9H8FNO2 Molecular Formula: C9H8FNO2 Molecular Weight: 181.166 InChI Key: VOKBIRZROHZDAP-VOTSOKGWSA-N Note:

O F

N O

Substance Label (1) Label References 1d

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.839

H Bond Donors

36/100

2018-08-17 22:03:33

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (3) 1 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 2 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Coupling Nuclei

19F

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 3 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys

Reaxys ID 23875298 View in Reaxys

16/65

37/100

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CAS Registry Number: 1279693-17-2 Chemical Name: (E)-1-fluoro-2-(1-nitroprop-1-en-2-yl)benzene Linear Structure Formula: C9H8FNO2 Molecular Formula: C9H8FNO2 Molecular Weight: 181.166 InChI Key: OEJPIBJTMNJHLB-VOTSOKGWSA-N Note:

N F

Substance Label (2) Label References 1j

Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.839

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Crystal Property Description (1) Colour & Other Location Properties yellow

References

supporting informa- Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and tion Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Coupling Nuclei

19F

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

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Reaxys ID 11138718 View in Reaxys

17/65 O

CAS Registry Number: 947383-47-3 Chemical Name: (E)-4-(1-nitroprop-1-en-2-yl)benzonitrile; (E)-2-(4cyanophenyl)-1-nitro-1-propene Linear Structure Formula: C10H8N2O2 Molecular Formula: C10H8N2O2 Molecular Weight: 188.186 InChI Key: VLTFYWXLCRPRRQ-BQYQJAHWSA-N Note:

N O

Substance Label (2) Label References 1g

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.401

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

69.61

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

54 - 56

Location

supporting information

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys Crystal Property Description (1) Colour & Other Location Properties yellow

References

supporting informa- Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Comtion munications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

NMR Spectroscopy (7) 1 of 7

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Schneider, Jakob F.; Lauber, Markus B.; Muhr, Vanessa; Kratzer, Domenic; Paradies, Jan; Organic and Biomolecular Chemistry; vol. 9; nb. 11; (2011); p. 4323 - 4327, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, ShouFei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys 2 of 7

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

39/100

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Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys 3 of 7

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 250 scopy) [MHz] Location

supporting information

Schneider, Jakob F.; Lauber, Markus B.; Muhr, Vanessa; Kratzer, Domenic; Paradies, Jan; Organic and Biomolecular Chemistry; vol. 9; nb. 11; (2011); p. 4323 - 4327, View in Reaxys 4 of 7

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

26.84

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

26.84

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 300 scopy) [MHz] Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys

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7 of 7

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 75 scopy) [MHz] Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys Mass Spectrometry (2) Description (Mass Location Spectrometry) high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); spectrum

References

supporting informa- Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Comtion munications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

spectrum; electron impact (EI)

Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys

Reaxys ID 19317763 View in Reaxys

18/65 CAS Registry Number: 1141388-24-0 Linear Structure Formula: C10H8N2O2 Molecular Formula: C10H8N2O2 Molecular Weight: 188.186 InChI Key: VLTFYWXLCRPRRQ-UHFFFAOYSA-N Note:

N O

Druglikeness (1) 1 of 1

LogP

2.401

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

69.61

Lipinski Number

Veber Number

Reaxys ID 22818475 View in Reaxys

19/65 CAS Registry Number: 1402166-88-4 Chemical Name: (E)-1-ethyl-4-(1-nitroprop-1-en-2-yl)benzene Linear Structure Formula: C11H13NO2 Molecular Formula: C11H13NO2 Molecular Weight: 191.23 InChI Key: GVRHONFBASHPTD-CMDGGOBGSA-N Note:

O N O

Substance Label (1) Label References

41/100

2018-08-17 22:03:33

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.579

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (3) 1 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 2 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 3 of 3

Description (NMR Spectroscopy)

COSY (Correlation Spectroscopy); Spectrum

Nucleus (NMR Spectroscopy)

1H; 1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys

Reaxys ID 7528724 View in Reaxys

20/65

42/100

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Chemical Name: 2-(4-methoxyphenyl)-1-nitro-1-propene Linear Structure Formula: C10H11NO3 Molecular Formula: C10H11NO3 Molecular Weight: 193.202 Type of Substance: isocyclic InChI Key: MTXXEBUHPMRMGA-FPLPWBNLSA-N Note:

N O

Druglikeness (1) 1 of 1

LogP

2.593

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

55.05

Lipinski Number

Veber Number

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Barco, Achille; Benetti, Simonetta; De Risi, Carmela; Morelli, Carlo F.; Pollini, Gian P.; Zanirato, Vinicio; Tetrahedron; vol. 52; nb. 27; (1996); p. 9275 - 9288, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

CDCl3

Comment (NMR Spectroscopy)

1H-1H

Barco, Achille; Benetti, Simonetta; De Risi, Carmela; Morelli, Carlo F.; Pollini, Gian P.; Zanirato, Vinicio; Tetrahedron; vol. 52; nb. 27; (1996); p. 9275 - 9288, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1500 - 1330 cm**(-1)

Barco, Achille; Benetti, Simonetta; De Risi, Carmela; Morelli, Carlo F.; Pollini, Gian P.; Zanirato, Vinicio; Tetrahedron; vol. 52; nb. 27; (1996); p. 9275 - 9288, View in Reaxys

Reaxys ID 9617849 View in Reaxys

21/65 CAS Registry Number: 615552-91-5 Chemical Name: (E)-1-methoxy-4-(1-nitroprop-1-en-2-yl)benzene; (E)-2-(4-methoxyphenyl)-1-nitro-1-propene; (E)-2-(4-methoxy-phenyl)-1-nitro-propene; (E)-1-nitro-2-(4-methoxyphenyl)propene; (E)-2-(4-methoxyphenyl)-1-nitropropene Linear Structure Formula: C10H11NO3 Molecular Formula: C10H11NO3 Molecular Weight: 193.202 Type of Substance: isocyclic InChI Key: MTXXEBUHPMRMGA-BQYQJAHWSA-N

O N O

43/100

2018-08-17 22:03:33

Note: Substance Label (9) Label References 1b

Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys

Xu, Weici; Arieno, Marcus; Löw, Henrik; Huang, Kaifang; Xie, Xiulan; Cruchter, Thomas; Ma, Qiao; Xi, Jianwei; Huang, Biao; Wiest, Olaf; Gong, Lei; Meggers, Eric; Journal of the American Chemical Society; vol. 138; nb. 28; (2016); p. 8774 - 8780, View in Reaxys; Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Yang, Zan; Li, Jiao; Hua, Jie; Yang, Tao; Yi, Jianmin; Zhou, Congshan; Synlett; vol. 28; nb. 9; (2017); p. 1079 1082; Art.No: ST-2016-W0789-L, View in Reaxys

(E)-1l

Bertolotti, Mattia; Brenna, Elisabetta; Crotti, Michele; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Santangelo, Sara; ChemCatChem; vol. 8; nb. 3; (2016); p. 577 - 583, View in Reaxys

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 - 6716, View in Reaxys

Zagozda, Marcin; Plenkiewicz, Jan; Tetrahedron Asymmetry; vol. 18; nb. 12; (2007); p. 1457 - 1464, View in Reaxys

Table 1, entry 3

Czekelius, Constantin; Carreira, Erick M.; Angewandte Chemie - International Edition; vol. 42; nb. 39; (2003); p. 4793 - 4795, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.593

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

55.05

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

31 - 32

Czekelius, Constantin; Carreira, Erick M.; Organic Letters; vol. 6; nb. 24; (2004); p. 4575 - 4577, View in Reaxys Chromatographic Data (1) Chromatographic Location data TLC (Thin layer chromatography)

supporting informa- Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; tion nb. 39; (2013); p. 6713 - 6716, View in Reaxys

Crystal Property Description (3) Colour & Other Location Properties yellow yellow

References

References Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys

yellow

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

NMR Spectroscopy (13)

44/100

2018-08-17 22:03:33

1 of 13

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 - 6716, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys; Yang, Zan; Li, Jiao; Hua, Jie; Yang, Tao; Yi, Jianmin; Zhou, Congshan; Synlett; vol. 28; nb. 9; (2017); p. 1079 - 1082; Art.No: ST-2016-W0789-L, View in Reaxys; Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys 2 of 13

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 6716, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys; Yang, Zan; Li, Jiao; Hua, Jie; Yang, Tao; Yi, Jianmin; Zhou, Congshan; Synlett; vol. 28; nb. 9; (2017); p. 1079 - 1082; Art.No: ST-2016-W0789-L, View in Reaxys; Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys 3 of 13

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 250 scopy) [MHz] Location

supporting information

45/100

2018-08-17 22:03:33

Schneider, Jakob F.; Lauber, Markus B.; Muhr, Vanessa; Kratzer, Domenic; Paradies, Jan; Organic and Biomolecular Chemistry; vol. 9; nb. 11; (2011); p. 4323 - 4327, View in Reaxys 5 of 13

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Brenna, Elisabetta; Fronza, Giovanni; Fuganti, Claudio; Gatti, Francesco G.; European Journal of Organic Chemistry; nb. 26; (2010); p. 5077 - 5084, View in Reaxys 6 of 13

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100.6 scopy) [MHz] Location

supporting information

Brenna, Elisabetta; Fronza, Giovanni; Fuganti, Claudio; Gatti, Francesco G.; European Journal of Organic Chemistry; nb. 26; (2010); p. 5077 - 5084, View in Reaxys 7 of 13

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz] Zagozda, Marcin; Plenkiewicz, Jan; Tetrahedron Asymmetry; vol. 18; nb. 12; (2007); p. 1457 - 1464, View in Reaxys; Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys 8 of 13

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

46/100

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Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 300 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys 10 of 13

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 75 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys 11 of 13

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 300 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Letters; vol. 6; nb. 24; (2004); p. 4575 - 4577, View in Reaxys 12 of 13

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 300 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Letters; vol. 6; nb. 24; (2004); p. 4575 - 4577, View in Reaxys 13 of 13

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 75 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Letters; vol. 6; nb. 24; (2004); p. 4575 - 4577, View in Reaxys IR Spectroscopy (3)

47/100

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1 of 3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Location

supporting information

Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 6716, View in Reaxys 2 of 3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys 3 of 3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

film

Czekelius, Constantin; Carreira, Erick M.; Organic Letters; vol. 6; nb. 24; (2004); p. 4575 - 4577, View in Reaxys Mass Spectrometry (2) Description (Mass Location Spectrometry) high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); time-offlight mass spectra (TOFMS); spectrum

References

supporting informa- Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; tion nb. 39; (2013); p. 6713 - 6716, View in Reaxys

spectrum; electron impact (EI)

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

Reaxys ID 18552729 View in Reaxys

22/65 CAS Registry Number: 1029124-38-6 Chemical Name: (E)-2-(2-methoxy-phenyl)-1-nitro-propene; (E)-2-(2-methoxyphenyl)-1-nitropropene Linear Structure Formula: C10H11NO3 Molecular Formula: C10H11NO3 Molecular Weight: 193.202 InChI Key: CUMNBOGVEFJGQB-BQYQJAHWSA-N Note:

O N O

Substance Label (4) Label References 1d

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

(E)-1j

Bertolotti, Mattia; Brenna, Elisabetta; Crotti, Michele; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Santangelo, Sara; ChemCatChem; vol. 8; nb. 3; (2016); p. 577 - 583, View in Reaxys

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.593

H Bond Donors

H Bond Acceptors

48/100

2018-08-17 22:03:33

Rotatable Bonds

TPSA

55.05

Lipinski Number

Veber Number

Crystal Property Description (1) Colour & Other References Properties yellow

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

NMR Spectroscopy (6) 1 of 6

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Brenna, Elisabetta; Fronza, Giovanni; Fuganti, Claudio; Gatti, Francesco G.; European Journal of Organic Chemistry; nb. 26; (2010); p. 5077 - 5084, View in Reaxys 2 of 6

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100.6 scopy) [MHz] Location

supporting information

Brenna, Elisabetta; Fronza, Giovanni; Fuganti, Claudio; Gatti, Francesco G.; European Journal of Organic Chemistry; nb. 26; (2010); p. 5077 - 5084, View in Reaxys 3 of 6

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz] Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

49/100

2018-08-17 22:03:33

5 of 6

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

Reaxys ID 18552733 View in Reaxys

23/65 CAS Registry Number: 1029124-39-7 Chemical Name: (E)-1-methoxy-3-(1-nitroprop-1-en-2-yl)benzene; (E)-2-(3-methoxyphenyl)-1-nitropropene Linear Structure Formula: C10H11NO3 Molecular Formula: C10H11NO3 Molecular Weight: 193.202 InChI Key: CJOTWMDGBWCLRZ-BQYQJAHWSA-N Note:

O O

N O

Substance Label (4) Label References 1e

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, QiLin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

(E)-1k

Bertolotti, Mattia; Brenna, Elisabetta; Crotti, Michele; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Santangelo, Sara; ChemCatChem; vol. 8; nb. 3; (2016); p. 577 - 583, View in Reaxys

50/100

2018-08-17 22:03:33

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.593

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

55.05

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

48 - 50

Location

supporting information

References

supporting informa- Trost, Barry M.; Bringley, Dustin A.; O'Keefe, B. Michael; Organic Letters; vol. 15; nb. 22; tion (2013); p. 5630 - 5633, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

yellow

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

NMR Spectroscopy (7) 1 of 7

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys 2 of 7

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

51/100

2018-08-17 22:03:33

Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Yu, YanBo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys 3 of 7

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Trost, Barry M.; Bringley, Dustin A.; O'Keefe, B. Michael; Organic Letters; vol. 15; nb. 22; (2013); p. 5630 - 5633, View in Reaxys 4 of 7

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 100 scopy) [MHz]

52/100

2018-08-17 22:03:33

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

Reaxys ID 18879057 View in Reaxys

24/65 O

CAS Registry Number: 181058-95-7 Linear Structure Formula: C10H11NO3 Molecular Formula: C10H11NO3 Molecular Weight: 193.202 InChI Key: MTXXEBUHPMRMGA-UHFFFAOYSA-N Note:

N O

Substance Label (1) Label References 2e

Wu, Hao; Sheng, Wei-Jian; Chen, Bin; Liu, Ren-Rong; Gao, Jian-Rong; Jia, Yi-Xia; Synlett; vol. 26; nb. 20; (2015); p. 2817 - 2820; Art.No: ST-2015-S0581-C, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.593

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

55.05

Lipinski Number

Veber Number

Reaxys ID 4989271 View in Reaxys

25/65 CAS Registry Number: 119880-56-7; 109757-70-2 Chemical Name: (E)-1-chloro-4-(1-nitroprop-1-en-2-yl)benzene; (E)-2-(4-chlorophenyl)-1-nitro-1-propene; (E)-2-(4'-chlorophenyl)-1nitropropene; (E)-1-nitro-2-(4-chlorophenyl)propene; (E)-2-(4-chlorophenyl)-1-nitropropene; 2-(4'-chlorophenyl)-1-nitropropene Linear Structure Formula: C9H8ClNO2 Molecular Formula: C9H8ClNO2 Molecular Weight: 197.621 Type of Substance: isocyclic InChI Key: TZMYDRHHJHGISG-VOTSOKGWSA-N Note:

O N O

Substance Label (10) Label References

53/100

2018-08-17 22:03:33

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys; Xu, Weici; Arieno, Marcus; Löw, Henrik; Huang, Kaifang; Xie, Xiulan; Cruchter, Thomas; Ma, Qiao; Xi, Jianwei; Huang, Biao; Wiest, Olaf; Gong, Lei; Meggers, Eric; Journal of the American Chemical Society; vol. 138; nb. 28; (2016); p. 8774 - 8780, View in Reaxys

(E)-1h

Bertolotti, Mattia; Brenna, Elisabetta; Crotti, Michele; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Santangelo, Sara; ChemCatChem; vol. 8; nb. 3; (2016); p. 577 - 583, View in Reaxys

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

Ohta, Hiromichi; Kobayashi, Naoki; Ozaki, Kazuhiko; Journal of Organic Chemistry; vol. 54; nb. 8; (1989); p. 1802 - 1804, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

(E)-1c

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

Zagozda, Marcin; Plenkiewicz, Jan; Tetrahedron Asymmetry; vol. 18; nb. 12; (2007); p. 1457 - 1464, View in Reaxys

Ohta, Hiromichi; Ozaki, Kazuhiko; Tsuchihashi, Gen-ichi; Chemistry Letters; (1987); p. 191 - 192, View in Reaxys; Wu, Jing; Mampreian, Dawn M.; Hoveyda, Amir H.; Journal of the American Chemical Society; vol. 127; nb. 13; (2005); p. 4584 - 4585, View in Reaxys

Table 1, entry 2

Czekelius, Constantin; Carreira, Erick M.; Angewandte Chemie - International Edition; vol. 42; nb. 39; (2003); p. 4793 - 4795, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.3

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Crystal Property Description (2) Colour & Other Location Properties yellow

References

yellow

Wu, Jing; Mampreian, Dawn M.; Hoveyda, Amir H.; Journal of the American Chemical Society; vol. 127; nb. 13; (2005); p. 4584 - 4585, View in Reaxys; Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

NMR Spectroscopy (21) 1 of 21

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

54/100

2018-08-17 22:03:33

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys 2 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys 3 of 21

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 4 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Trost, Barry M.; Bringley, Dustin A.; O'Keefe, B. Michael; Organic Letters; vol. 15; nb. 22; (2013); p. 5630 - 5633, View in Reaxys 5 of 21

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

55/100

2018-08-17 22:03:33

6 of 21

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 250 scopy) [MHz] Location

supporting information

Schneider, Jakob F.; Lauber, Markus B.; Muhr, Vanessa; Kratzer, Domenic; Paradies, Jan; Organic and Biomolecular Chemistry; vol. 9; nb. 11; (2011); p. 4323 - 4327, View in Reaxys 7 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 100 scopy) [MHz] Wu, Jing; Mampreian, Dawn M.; Hoveyda, Amir H.; Journal of the American Chemical Society; vol. 127; nb. 13; (2005); p. 4584 - 4585, View in Reaxys; Zagozda, Marcin; Plenkiewicz, Jan; Tetrahedron Asymmetry; vol. 18; nb. 12; (2007); p. 1457 1464, View in Reaxys; Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys 9 of 21

Description (NMR Spectroscopy)

2D-NMR

Nucleus (NMR Spectroscopy)

1H; 13C

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys 10 of 21

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

56/100

2018-08-17 22:03:33

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

29.84

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

29.84

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

29.84

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

29.84

57/100

2018-08-17 22:03:33

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 300 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys 17 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 75 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys 18 of 21

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz] Wu, Jing; Mampreian, Dawn M.; Hoveyda, Amir H.; Journal of the American Chemical Society; vol. 127; nb. 13; (2005); p. 4584 - 4585, View in Reaxys 19 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 300 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Letters; vol. 6; nb. 24; (2004); p. 4575 - 4577, View in Reaxys 20 of 21

Nucleus (NMR Spectroscopy)

Coupling Nuclei

58/100

2018-08-17 22:03:33

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 300 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Letters; vol. 6; nb. 24; (2004); p. 4575 - 4577, View in Reaxys 21 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 75 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Letters; vol. 6; nb. 24; (2004); p. 4575 - 4577, View in Reaxys IR Spectroscopy (3) 1 of 3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys 2 of 3

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

film

Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys 3 of 3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

film

Czekelius, Constantin; Carreira, Erick M.; Organic Letters; vol. 6; nb. 24; (2004); p. 4575 - 4577, View in Reaxys Mass Spectrometry (1) Description (Mass References Spectrometry) spectrum; electron impact (EI)

UV/VIS Spectroscopy (1) 1 of 1

Absorption Maxima (UV/ VIS) [nm]

310

Reaxys ID 11138721 View in Reaxys

26/65

59/100

2018-08-17 22:03:33

CAS Registry Number: 947383-49-5 Chemical Name: (E)-1-chloro-3-(1-nitroprop-1-en-2-yl)benzene; (E)-2-(3-chlorophenyl)-1-nitro-1-propene Linear Structure Formula: C9H8ClNO2 Molecular Formula: C9H8ClNO2 Molecular Weight: 197.621 InChI Key: QAAPSWCQZSSQAU-VOTSOKGWSA-N Note:

O Cl

N O

Substance Label (7) Label References 1l

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

(E)-1g

Bertolotti, Mattia; Brenna, Elisabetta; Crotti, Michele; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Santangelo, Sara; ChemCatChem; vol. 8; nb. 3; (2016); p. 577 - 583, View in Reaxys

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

Gini, Andrea; Bamberger, Julia; Luis-Barrera, Javier; Zurro, Mercedes; Mas-Ballesté, Rubén; Alemán, José; Mancheño, Olga García; Advanced Synthesis and Catalysis; vol. 358; nb. 24; (2016); p. 4049 - 4056, View in Reaxys

Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys

Ib-NO2

Patent; LEK PHARMACEUTICALS D.D.; STAVBER, Gaj; GAZIC SMILOVIC, Ivana; CLUZEAU, Jerome; RICHTER, Frank; WO2014/202765; (2014); (A1) English, View in Reaxys

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.3

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

62 - 64

Location

supporting information

References

yellow

supporting informa- Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and tion Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys; Gini, Andrea; Bamberger, Julia; Luis-Barrera, Javier; Zurro, Mercedes; Mas-Ballesté, Rubén; Alemán, José; Mancheño, Olga García; Advanced Synthesis and Catalysis; vol. 358; nb. 24; (2016); p. 4049 - 4056, View in Reaxys

yellow

Page/Page column 42

Patent; LEK PHARMACEUTICALS D.D.; STAVBER, Gaj; GAZIC SMILOVIC, Ivana; CLUZEAU, Jerome; RICHTER, Frank; WO2014/202765; (2014); (A1) English, View in Reaxys

NMR Spectroscopy (10) 1 of 10

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

60/100

2018-08-17 22:03:33

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys; Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys 2 of 10

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Yu, YanBo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys 3 of 10

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

61/100

2018-08-17 22:03:33

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Original Text (NMR Spec- 1H NMR (500 MHz, ODd3, ppm) 6 7.45-7.30 (m, 4ArH), 7.24 (m, 1 H), 2.65 (m, 3H); troscopy) Location

Page/Page column 42

Patent; LEK PHARMACEUTICALS D.D.; STAVBER, Gaj; GAZIC SMILOVIC, Ivana; CLUZEAU, Jerome; RICHTER, Frank; WO2014/202765; (2014); (A1) English, View in Reaxys 6 of 10

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Original Text (NMR Spec- 130 NMR (125 MHz, ODd3, ppm) 6 148.2, 140.1, 136.9, 135.5, 130.4, 126.4, 125.0,18.5. troscopy) Location

Page/Page column 42

Patent; LEK PHARMACEUTICALS D.D.; STAVBER, Gaj; GAZIC SMILOVIC, Ivana; CLUZEAU, Jerome; RICHTER, Frank; WO2014/202765; (2014); (A1) English, View in Reaxys 7 of 10

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

29.84

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

29.84

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

62/100

2018-08-17 22:03:33

Temperature (NMR Spectroscopy) [°C]

29.84

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

29.84

References

electron impact supporting informa- Gini, Andrea; Bamberger, Julia; Luis-Barrera, Javier; Zurro, Mercedes; Mas-Ballesté, Ru(EI); time-of-flight tion bén; Alemán, José; Mancheño, Olga García; Advanced Synthesis and Catalysis; vol. 358; nb. mass spectra 24; (2016); p. 4049 - 4056, View in Reaxys (TOFMS); high resolution mass spectrometry (HRMS); spectrum spectrum; electron impact (EI)

Martin, Nolwenn J. A.; Ozores, Lidia; List, Benjamin; Journal of the American Chemical Society; vol. 129; nb. 29; (2007); p. 8976 - 8977, View in Reaxys

Reaxys ID 18552736 View in Reaxys

27/65 O

CAS Registry Number: 119880-56-7 Chemical Name: 2-(4-chlorophenyl)-1-nitropropene Linear Structure Formula: C9H8ClNO2 Molecular Formula: C9H8ClNO2 Molecular Weight: 197.621 InChI Key: TZMYDRHHJHGISG-UHFFFAOYSA-N Note:

N O

Substance Label (4) Label References 2b

Wu, Hao; Sheng, Wei-Jian; Chen, Bin; Liu, Ren-Rong; Gao, Jian-Rong; Jia, Yi-Xia; Synlett; vol. 26; nb. 20; (2015); p. 2817 - 2820; Art.No: ST-2015-S0581-C, View in Reaxys

3cc

Creech, Gardner S.; Kwon, Ohyun; Chemical Science; vol. 4; nb. 6; (2013); p. 2670 - 2674, View in Reaxys

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.3

H Bond Donors

63/100

2018-08-17 22:03:33

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Reaxys ID 18552737 View in Reaxys

28/65

CAS Registry Number: 1029124-37-5 Chemical Name: (Z)-2-(4'-chlorophenyl)-1-nitropropene; (Z)-2-(4chlorophenyl)-1-nitropropene Linear Structure Formula: C9H8ClNO2 Molecular Formula: C9H8ClNO2 Molecular Weight: 197.621 InChI Key: TZMYDRHHJHGISG-SREVYHEPSA-N Note:

N O

Substance Label (2) Label References (Z)-1h

Bertolotti, Mattia; Brenna, Elisabetta; Crotti, Michele; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Santangelo, Sara; ChemCatChem; vol. 8; nb. 3; (2016); p. 577 - 583, View in Reaxys

(Z)-1c

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.3

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (5) 1 of 5

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz]

64/100

2018-08-17 22:03:33

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys 3 of 5

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

2D-NMR

Nucleus (NMR Spectroscopy)

1H; 13C

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

UV/VIS Spectroscopy (1) 1 of 1

Absorption Maxima (UV/ VIS) [nm]

221

Reaxys ID 19761858 View in Reaxys

29/65

65/100

2018-08-17 22:03:33

Linear Structure Formula: C9H8ClNO2 Molecular Formula: C9H8ClNO2 Molecular Weight: 197.621 InChI Key: QAAPSWCQZSSQAU-UHFFFAOYSA-N Note:

N O Cl

Druglikeness (1) 1 of 1

LogP

3.3

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Reaxys ID 23875299 View in Reaxys

30/65 O

Chemical Name: (E)-1-chloro-2-(1-nitroprop-1-en-2-yl)benzene Linear Structure Formula: C9H8ClNO2 Molecular Formula: C9H8ClNO2 Molecular Weight: 197.621 InChI Key: IIIRZSBBECCJBK-VOTSOKGWSA-N Note:

N Cl

Substance Label (2) Label References (E)-1f

Bertolotti, Mattia; Brenna, Elisabetta; Crotti, Michele; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Santangelo, Sara; ChemCatChem; vol. 8; nb. 3; (2016); p. 577 - 583, View in Reaxys

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.3

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

66/100

2018-08-17 22:03:33

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Reaxys ID 12096246 View in Reaxys

31/65 O

Chemical Name: 1-(4-((E)-1-nitroprop-1-en-2-yl)phenyl)ethanone; (E)-2-(4-acetylphenyl)-1-nitro-1-propene Linear Structure Formula: C11H11NO3 Molecular Formula: C11H11NO3 Molecular Weight: 205.213 InChI Key: GARWDHIDGVUMRZ-BQYQJAHWSA-N Note:

N O

Patent-Specific Data (1) References Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; CARREIRA, Erick, M.; WO2004/103951; (2004); (A1) English, View in Reaxys Druglikeness (1) 1 of 1

LogP

2.555

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

62.89

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

67/100

2018-08-17 22:03:33

Frequency (NMR Spectro- 300 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 75 scopy) [MHz] Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

film

Czekelius, Constantin; Carreira, Erick M.; Organic Process Research and Development; vol. 11; nb. 3; (2007); p. 633 - 636, View in Reaxys

Reaxys ID 32892853 View in Reaxys

32/65 O

Linear Structure Formula: C11H13NO3 Molecular Formula: C11H13NO3 Molecular Weight: 207.229 InChI Key: LIXHGHRADMZONS-UHFFFAOYSA-N Note:

N O

Druglikeness (1) 1 of 1

LogP

2.833

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

55.05

Lipinski Number

Veber Number

Reaxys ID 5536991 View in Reaxys

33/65 O

CAS Registry Number: 109757-72-4 Chemical Name: (E)-1-nitro-4-(1-nitroprop-1-en-2-yl)benzene Linear Structure Formula: C9H8N2O4 Molecular Formula: C9H8N2O4 Molecular Weight: 208.174 Type of Substance: isocyclic InChI Key: XDEIADAZNKSZOG-VOTSOKGWSA-N

N O O N O

68/100

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Note: Substance Label (2) Label References 1h

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

Ohta, Hiromichi; Ozaki, Kazuhiko; Tsuchihashi, Gen-ichi; Chemistry Letters; (1987); p. 191 - 192, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.57

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

91.64

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

106 - 108

Location

supporting information

References

supporting informa- Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Comtion munications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys Mass Spectrometry (1) Description (Mass Location Spectrometry) high resolution mass spectrometry

References

supporting informa- Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Comtion munications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

69/100

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(HRMS); electrospray ionisation (ESI); spectrum

Reaxys ID 7532429 View in Reaxys

34/65

Chemical Name: 2-(4-nitrophenyl)-1-nitro-1-propene Linear Structure Formula: C9H8N2O4 Molecular Formula: C9H8N2O4 Molecular Weight: 208.174 Type of Substance: isocyclic InChI Key: XDEIADAZNKSZOG-SREVYHEPSA-N Note:

N N

Druglikeness (1) 1 of 1

LogP

2.57

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

91.64

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

78 - 80

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Barco, Achille; Benetti, Simonetta; De Risi, Carmela; Morelli, Carlo F.; Pollini, Gian P.; Zanirato, Vinicio; Tetrahedron; vol. 52; nb. 27; (1996); p. 9275 - 9288, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

CDCl3

Comment (NMR Spectroscopy)

1H-1H

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CHCl3

Comment (IR Spectroscopy)

1500 - 1330 cm**(-1)

Barco, Achille; Benetti, Simonetta; De Risi, Carmela; Morelli, Carlo F.; Pollini, Gian P.; Zanirato, Vinicio; Tetrahedron; vol. 52; nb. 27; (1996); p. 9275 - 9288, View in Reaxys

70/100

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Reaxys ID 19317764 View in Reaxys

35/65 CAS Registry Number: 181058-93-5 Linear Structure Formula: C9H8N2O4 Molecular Formula: C9H8N2O4 Molecular Weight: 208.174 InChI Key: XDEIADAZNKSZOG-UHFFFAOYSA-N Note:

O N

Druglikeness (1) 1 of 1

LogP

2.57

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

91.64

Lipinski Number

Veber Number

Reaxys ID 8831874 View in Reaxys

36/65 CAS Registry Number: 344832-12-8 Chemical Name: (Z)-3-(4'-chlorophenyl)-2-nitro-2-butene Linear Structure Formula: C10H10ClNO2 Molecular Formula: C10H10ClNO2 Molecular Weight: 211.648 Type of Substance: isocyclic InChI Key: ZCDJEQCPCALYBX-FPLPWBNLSA-N Note:

N Cl

Substance Label (1) Label References 3e

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.54

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (2) 1 of 2

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts

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Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys

Reaxys ID 8831912 View in Reaxys

37/65 CAS Registry Number: 344832-11-7 Chemical Name: (Z)-3-(3'-chlorophenyl)-2-nitro-2-butene Linear Structure Formula: C10H10ClNO2 Molecular Formula: C10H10ClNO2 Molecular Weight: 211.648 Type of Substance: isocyclic InChI Key: XOUCAQVDOPSVOG-FPLPWBNLSA-N Note:

N O

Substance Label (1) Label References 3d

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.54

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (2) 1 of 2

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys

72/100

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IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys

Reaxys ID 8832833 View in Reaxys

38/65 Chemical Name: (Z)-3-(2'-chlorophenyl)-2-nitro-2-butene Linear Structure Formula: C10H10ClNO2 Molecular Formula: C10H10ClNO2 Molecular Weight: 211.648 Type of Substance: isocyclic InChI Key: VBRQSXAKAHOHAK-FPLPWBNLSA-N Note:

N O

Substance Label (1) Label References 3c

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.54

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (2) 1 of 2

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Kawai, Yasushi; Inaba, Yoshikazu; Tokitoh, Norihiro; Tetrahedron Asymmetry; vol. 12; nb. 2; (2001); p. 309 - 318, View in Reaxys

73/100

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Reaxys ID 30915349 View in Reaxys

39/65 O

Chemical Name: (E)-1,2,3-trifluoro-5-(1-nitroprop-1-en-2-yl)benzene Linear Structure Formula: C9H6F3NO2 Molecular Formula: C9H6F3NO2 Molecular Weight: 217.147 InChI Key: IZLLTGHTRFNPLF-SNAWJCMRSA-N Note:

N O

F F

Substance Label (1) Label References 1p

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.161

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Crystal Property Description (1) Colour & Other Location Properties yellow

References

NMR Spectroscopy (3) 1 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys 2 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Location

supporting information

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys 3 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

19F

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Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 470 scopy) [MHz] Location

supporting information

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Reaxys ID 19761861 View in Reaxys

40/65 CAS Registry Number: 1187850-66-3 Chemical Name: (E)-1-(tert-butyl)-4-(1-nitroprop-1-en-2-yl)benzene; (E)-1-tert-butyl-4-(1-nitroprop-1-en-2-yl)benzene Linear Structure Formula: C13H17NO2 Molecular Formula: C13H17NO2 Molecular Weight: 219.283 InChI Key: LKLYRKAPIRWVLC-MDZDMXLPSA-N Note:

O N O

Substance Label (1) Label References 1n

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Druglikeness (1) 1 of 1

LogP

4.495

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (4) 1 of 4

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 2 of 4

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz]

75/100

2018-08-17 22:03:33

Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 3 of 4

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Soltani, Omid; Ariger, Martin A.; Carreira, Erick M.; Organic Letters; vol. 11; nb. 18; (2009); p. 4196 - 4198, View in Reaxys 4 of 4

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75 scopy) [MHz] Location

supporting information

Soltani, Omid; Ariger, Martin A.; Carreira, Erick M.; Organic Letters; vol. 11; nb. 18; (2009); p. 4196 - 4198, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Location

supporting information

Comment (IR Spectroscopy)

film

Soltani, Omid; Ariger, Martin A.; Carreira, Erick M.; Organic Letters; vol. 11; nb. 18; (2009); p. 4196 - 4198, View in Reaxys Mass Spectrometry (1) Description (Mass Location Spectrometry)

References

HRMS (High reso- supporting informa- Soltani, Omid; Ariger, Martin A.; Carreira, Erick M.; Organic Letters; vol. 11; nb. 18; (2009); lution mass spection p. 4196 - 4198, View in Reaxys trometry); EI (Electron impact); Spectrum

Reaxys ID 29042943 View in Reaxys

41/65

76/100

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Chemical Name: (E)-1-isobutyl-4-(1-nitroprop-1-en-2-yl)benzene Linear Structure Formula: C13H17NO2 Molecular Formula: C13H17NO2 Molecular Weight: 219.283 InChI Key: ZAZQOPXSCUVOMH-PKNBQFBNSA-N Note:

N O

Substance Label (1) Label References 1g

Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys

Druglikeness (1) 1 of 1

LogP

4.656

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Crystal Property Description (1) Colour & Other Location Properties yellow

References

supporting informa- Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and tion Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys Mass Spectrometry (1) Description (Mass Location Spectrometry)

References

77/100

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high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); spectrum

supporting informa- Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and tion Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys

Reaxys ID 29359749 View in Reaxys

42/65 O

Chemical Name: (E)-methyl 4-(1-nitroprop-1-en-2-yl)benzoate Linear Structure Formula: C11H11NO4 Molecular Formula: C11H11NO4 Molecular Weight: 221.213 InChI Key: CXLXTVXCYPBSHE-BQYQJAHWSA-N Note:

N O O

Substance Label (1) Label References 1f

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.614

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

72.12

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

98 - 100

Location

supporting information

References

supporting informa- Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Comtion munications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Communications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

78/100

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Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

References

supporting informa- Yu, Yan-Bo; Cheng, Lei; Li, Yi-Pan; Fu, Yue; Zhu, Shou-Fei; Zhou, Qi-Lin; Chemical Comtion munications; vol. 52; nb. 26; (2016); p. 4812 - 4815, View in Reaxys

Reaxys ID 20668536 View in Reaxys

43/65 CAS Registry Number: 1314240-23-7 Chemical Name: ((Z)-1-methyl-2-nitrovinyl)-2,4-dimethoxybenzene Linear Structure Formula: C11H13NO4 Molecular Formula: C11H13NO4 Molecular Weight: 223.229 InChI Key: KRMCHNHKZRGIQH-FPLPWBNLSA-N Note:

N O

Druglikeness (1) 1 of 1

LogP

2.508

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

64.28

Lipinski Number

Veber Number

Crystal Property Description (1) Colour & Other Location Properties yellow

References

supporting informa- Zhang, Min; Zhou, Jun; Kan, Jian; Wang, Min; Su, Weiping; Hong, Maochun; Chemical tion Communications; vol. 46; nb. 30; (2010); p. 5455 - 5457, View in Reaxys

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Zhang, Min; Zhou, Jun; Kan, Jian; Wang, Min; Su, Weiping; Hong, Maochun; Chemical Communications; vol. 46; nb. 30; (2010); p. 5455 - 5457, View in Reaxys

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2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Zhang, Min; Zhou, Jun; Kan, Jian; Wang, Min; Su, Weiping; Hong, Maochun; Chemical Communications; vol. 46; nb. 30; (2010); p. 5455 - 5457, View in Reaxys

Reaxys ID 20668537 View in Reaxys

44/65

CAS Registry Number: 1242462-13-0 Chemical Name: ((E)-1-methyl-2-nitrovinyl)-2,4-dimethoxybenzene Linear Structure Formula: C11H13NO4 Molecular Formula: C11H13NO4 Molecular Weight: 223.229 InChI Key: KRMCHNHKZRGIQH-BQYQJAHWSA-N Note:

O N O

Druglikeness (1) 1 of 1

LogP

2.508

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

64.28

Lipinski Number

Veber Number

Crystal Property Description (1) Colour & Other Location Properties yellow

References

supporting informa- Zhang, Min; Zhou, Jun; Kan, Jian; Wang, Min; Su, Weiping; Hong, Maochun; Chemical tion Communications; vol. 46; nb. 30; (2010); p. 5455 - 5457, View in Reaxys

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Zhang, Min; Zhou, Jun; Kan, Jian; Wang, Min; Su, Weiping; Hong, Maochun; Chemical Communications; vol. 46; nb. 30; (2010); p. 5455 - 5457, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

80/100

2018-08-17 22:03:33

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Zhang, Min; Zhou, Jun; Kan, Jian; Wang, Min; Su, Weiping; Hong, Maochun; Chemical Communications; vol. 46; nb. 30; (2010); p. 5455 - 5457, View in Reaxys

Reaxys ID 20778445 View in Reaxys

45/65 O

CAS Registry Number: 1252644-41-9 Linear Structure Formula: C11H13NO4 Molecular Formula: C11H13NO4 Molecular Weight: 223.229 InChI Key: ZHEFPWOWJCNGLO-BQYQJAHWSA-N Note:

N O

Druglikeness (1) 1 of 1

LogP

2.24

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

64.28

Lipinski Number

Veber Number

Reaxys ID 2460331 View in Reaxys

46/65 O

CAS Registry Number: 32636-63-8 Linear Structure Formula: C10H8F3NO2 Molecular Formula: C10H8F3NO2 Molecular Weight: 231.174 Type of Substance: isocyclic InChI Key: AIFYVJFOHADBJL-UHFFFAOYSA-N Note:

N O

F F F

Substance Label (1) Label References 2g

Wu, Hao; Sheng, Wei-Jian; Chen, Bin; Liu, Ren-Rong; Gao, Jian-Rong; Jia, Yi-Xia; Synlett; vol. 26; nb. 20; (2015); p. 2817 - 2820; Art.No: ST-2015-S0581-C, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.603

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

81/100

2018-08-17 22:03:33

Veber Number

Reaxys ID 22818499 View in Reaxys

47/65 O

CAS Registry Number: 1402166-83-9 Chemical Name: (E)-1-(1-nitroprop-1-en-2-yl)-3-(trifluoromethyl)benzene Linear Structure Formula: C10H8F3NO2 Molecular Formula: C10H8F3NO2 Molecular Weight: 231.174 InChI Key: AIFYVJFOHADBJL-VOTSOKGWSA-N Note:

N O

F F

Substance Label (2) Label References 1j

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.603

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (4) 1 of 4

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 2 of 4

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Coupling Nuclei

19F

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

82/100

2018-08-17 22:03:33

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 3 of 4

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys 4 of 4

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

19F

Solvents (NMR Spectroscopy)

chloroform-d1

Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys

Reaxys ID 22818501 View in Reaxys

48/65 O

CAS Registry Number: 1402166-86-2 Chemical Name: (E)-1-(1-nitroprop-1-en-2-yl)-4-(trifluoromethyl)benzene Linear Structure Formula: C10H8F3NO2 Molecular Formula: C10H8F3NO2 Molecular Weight: 231.174 InChI Key: QRWVNLRECAXCCK-VOTSOKGWSA-N Note:

N O

F F F

Substance Label (2) Label References 1k

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.603

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (3) 1 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

83/100

2018-08-17 22:03:33

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 2 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Coupling Nuclei

19F

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 3 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys

Reaxys ID 28862760 View in Reaxys

49/65 O

Linear Structure Formula: C10H8F3NO2 Molecular Formula: C10H8F3NO2 Molecular Weight: 231.174 InChI Key: QRWVNLRECAXCCK-UHFFFAOYSA-N Note:

N O F F F

Substance Label (1) Label References 2h

Wu, Hao; Sheng, Wei-Jian; Chen, Bin; Liu, Ren-Rong; Gao, Jian-Rong; Jia, Yi-Xia; Synlett; vol. 26; nb. 20; (2015); p. 2817 - 2820; Art.No: ST-2015-S0581-C, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.603

H Bond Donors

H Bond Acceptors

84/100

2018-08-17 22:03:33

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Reaxys ID 21214380 View in Reaxys

50/65 O

Linear Structure Formula: C9H7Cl2NO2 Molecular Formula: C9H7Cl2NO2 Molecular Weight: 232.066 InChI Key: BNOUJPAZROZBHW-UHFFFAOYSA-N Note:

N O Cl

Druglikeness (1) 1 of 1

LogP

3.922

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Reaxys ID 3354062 View in Reaxys

51/65 Chemical Name: α-Nitro-α-(5-nitro-2-oxy-4-methyl-phenyl)-α-propylen; 5.α-Dinitro-2-oxy-4.α-dimethyl-styrol; 5-Methyl-4-nitro-2-(2-nitro-1methyl-vinyl)-phenol Linear Structure Formula: C10H10N2O5 Molecular Formula: C10H10N2O5 Molecular Weight: 238.2 Type of Substance: isocyclic InChI Key: GJYPNMDYYMKMFY-FNORWQNLSA-N Note:

O N O

N O

Druglikeness (1) 1 of 1

LogP

2.39

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

111.87

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

120 - 121

Solvent (Melting Point)

benzene

Clayton; Journal of the Chemical Society; vol. 97; (1910); p. 1407, View in Reaxys Crystal Property Description (1)

85/100

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Colour & Other Properties

References

gelbbraun

Clayton; Journal of the Chemical Society; vol. 97; (1910); p. 1407, View in Reaxys

Reaxys ID 4989272 View in Reaxys

52/65 CAS Registry Number: 119880-57-8; 109757-71-3 Chemical Name: (E)-1-bromo-4-(1-nitroprop-1-en-2-yl)benzene; (E)-2-(4'-bromophenyl)-1-nitropropene; (E)-2-(4-bromophenyl)-1-nitropropene Linear Structure Formula: C9H8BrNO2 Molecular Formula: C9H8BrNO2 Molecular Weight: 242.072 Type of Substance: isocyclic InChI Key: MLCXHNYYLCTFIW-VOTSOKGWSA-N Note:

O N O

Substance Label (5) Label References 1c

Ohta, Hiromichi; Ozaki, Kazuhiko; Tsuchihashi, Gen-ichi; Chemistry Letters; (1987); p. 191 - 192, View in Reaxys; Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Ohta, Hiromichi; Kobayashi, Naoki; Ozaki, Kazuhiko; Journal of Organic Chemistry; vol. 54; nb. 8; (1989); p. 1802 - 1804, View in Reaxys; Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 - 6716, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.476

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Chromatographic Data (1) Chromatographic Location data TLC (Thin layer chromatography)

supporting informa- Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; tion nb. 39; (2013); p. 6713 - 6716, View in Reaxys

Crystal Property Description (3) Colour & Other Location Properties yellow yellow

References

References Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys

86/100

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yellow

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

NMR Spectroscopy (8) 1 of 8

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys 2 of 8

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Location

supporting information

Lei, Xue; Zheng, Lei; Zhang, Chuanxin; Shi, Xiaodong; Chen, Yunfeng; Journal of Organic Chemistry; vol. 83; nb. 4; (2018); p. 1772 - 1778, View in Reaxys 3 of 8

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 - 6716, View in Reaxys; Liu, Man; Kong, Duanyang; Li, Meina; Zi, Guofu; Hou, Guohua; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3875 - 3879, View in Reaxys 4 of 8

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys; Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 - 6716, View in Reaxys

87/100

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5 of 8

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Location

supporting information

Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; nb. 39; (2013); p. 6713 6716, View in Reaxys 2 of 2

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

88/100

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Mass Spectrometry (2) Description (Mass Location Spectrometry) high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); time-offlight mass spectra (TOFMS); spectrum

References

supporting informa- Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 11; tion nb. 39; (2013); p. 6713 - 6716, View in Reaxys

spectrum; electron impact (EI)

Fryszkowska, Anna; Fisher, Karl; Gardiner, John M.; Stephens, Gill M.; Journal of Organic Chemistry; vol. 73; nb. 11; (2008); p. 4295 - 4298, View in Reaxys

UV/VIS Spectroscopy (1) 1 of 1

Absorption Maxima (UV/ VIS) [nm]

314

Reaxys ID 19520127 View in Reaxys

53/65 CAS Registry Number: 1163136-84-2 Chemical Name: (Z)-2-(4'-bromophenyl)-1-nitropropene Linear Structure Formula: C9H8BrNO2 Molecular Formula: C9H8BrNO2 Molecular Weight: 242.072 InChI Key: MLCXHNYYLCTFIW-SREVYHEPSA-N Note:

N Br

Druglikeness (1) 1 of 1

LogP

3.476

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

Crystal Property Description (1) Colour & Other References Properties yellow

NMR Spectroscopy (3) 1 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

89/100

2018-08-17 22:03:33

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

DEPT (Distorsionless Enhancement by Polarisation Transfer); Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75 scopy) [MHz] Location

supporting information

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

neat liquid

HRMS (High resolution mass spectrometry); ESI (Electrospray ionisation); Spectrum

UV/VIS Spectroscopy (1) 1 of 1

Absorption Maxima (UV/ VIS) [nm]

224

90/100

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Reaxys ID 19761859 View in Reaxys

54/65 CAS Registry Number: 119880-57-8 Chemical Name: 2-(4-bromophenyl)-1-nitropropene Linear Structure Formula: C9H8BrNO2 Molecular Formula: C9H8BrNO2 Molecular Weight: 242.072 InChI Key: MLCXHNYYLCTFIW-UHFFFAOYSA-N Note:

O N O

Substance Label (1) Label References 2f

Wu, Hao; Sheng, Wei-Jian; Chen, Bin; Liu, Ren-Rong; Gao, Jian-Rong; Jia, Yi-Xia; Synlett; vol. 26; nb. 20; (2015); p. 2817 - 2820; Art.No: ST-2015-S0581-C, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.476

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Taniguchi, Tsuyoshi; Fujii, Tatsuya; Ishibashi, Hiroyuki; Journal of Organic Chemistry; vol. 75; nb. 23; (2010); p. 8126 8132, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

20.4

Frequency (NMR Spectro- 150.9 scopy) [MHz] Location

supporting information

Taniguchi, Tsuyoshi; Fujii, Tatsuya; Ishibashi, Hiroyuki; Journal of Organic Chemistry; vol. 75; nb. 23; (2010); p. 8126 8132, View in Reaxys Mass Spectrometry (1) Description (Mass References Spectrometry) HRMS (High resolution mass spectrometry); FAB (Fast atom bombardment); Spectrum

Taniguchi, Tsuyoshi; Fujii, Tatsuya; Ishibashi, Hiroyuki; Journal of Organic Chemistry; vol. 75; nb. 23; (2010); p. 8126 - 8132, View in Reaxys

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Reaxys ID 22818477 View in Reaxys

55/65 CAS Registry Number: 1402166-82-8 Chemical Name: (E)-1-bromo-3-(1-nitroprop-1-en-2-yl)benzene Linear Structure Formula: C9H8BrNO2 Molecular Formula: C9H8BrNO2 Molecular Weight: 242.072 InChI Key: YIRLVXZLZPMIKG-VOTSOKGWSA-N Note:

O Br

N O

Substance Label (2) Label References 1n

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.476

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Reaxys ID 22818483 View in Reaxys

56/65

92/100

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CAS Registry Number: 1402166-79-3 Linear Structure Formula: C9H8BrNO2 Molecular Formula: C9H8BrNO2 Molecular Weight: 242.072 InChI Key: WVNZLMATCQQKLT-VOTSOKGWSA-N Note:

N O

Druglikeness (1) 1 of 1

LogP

3.476

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys

Reaxys ID 23598404 View in Reaxys

57/65 O

Chemical Name: 1-(1-methyl-2-nitrovinyl)-4-(2-nitropropenyl)benzene Linear Structure Formula: C12H12N2O4 Molecular Formula: C12H12N2O4 Molecular Weight: 248.238 InChI Key: KUFAOXAYYYYVTA-DGLUDJRXSA-N Note:

N O

O N O

Substance Label (1)

93/100

2018-08-17 22:03:33

Label

References

Chang, Meng-Yang; Lin, Chung-Han; Tai, Hang-Yi; Tetrahedron Letters; vol. 54; nb. 24; (2013); p. 3194 - 3198, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.393

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

91.64

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

122 - 123

Solvent (Melting Point)

hexane; ethyl acetate

Location

supporting information

Chang, Meng-Yang; Lin, Chung-Han; Tai, Hang-Yi; Tetrahedron Letters; vol. 54; nb. 24; (2013); p. 3194 - 3198, View in Reaxys Crystal Property Description (1) Colour & Other Location Properties yellow

References

supporting informa- Chang, Meng-Yang; Lin, Chung-Han; Tai, Hang-Yi; Tetrahedron Letters; vol. 54; nb. 24; tion (2013); p. 3194 - 3198, View in Reaxys

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Chang, Meng-Yang; Lin, Chung-Han; Tai, Hang-Yi; Tetrahedron Letters; vol. 54; nb. 24; (2013); p. 3194 - 3198, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Chang, Meng-Yang; Lin, Chung-Han; Tai, Hang-Yi; Tetrahedron Letters; vol. 54; nb. 24; (2013); p. 3194 - 3198, View in Reaxys Mass Spectrometry (1) Description (Mass Location Spectrometry)

References

94/100

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high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); spectrum

supporting informa- Chang, Meng-Yang; Lin, Chung-Han; Tai, Hang-Yi; Tetrahedron Letters; vol. 54; nb. 24; tion (2013); p. 3194 - 3198, View in Reaxys

Reaxys ID 2509360 View in Reaxys

58/65 CAS Registry Number: 24307-22-0 Chemical Name: (Z)-α-Methyl-α-nitro-pentafluorstyrol Linear Structure Formula: C9H4F5NO2 Molecular Formula: C9H4F5NO2 Molecular Weight: 253.128 Type of Substance: isocyclic InChI Key: PARLIFWZAATTIZ-IHWYPQMZSA-N Note:

F F

Substance Label (1) Label References XVIII

Anichkina,S.A. et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 39; nb. 8; (1969); p. 1766 - 1773,1730 - 1736, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.483

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (1) 1 of 1

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Anichkina,S.A. et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 39; nb. 8; (1969); p. 1766 - 1773,1730 - 1736, View in Reaxys

Reaxys ID 2509361 View in Reaxys

59/65 O

CAS Registry Number: 24266-24-8 Chemical Name: (E)-α-Methyl-α-nitro-pentafluorstyrol Linear Structure Formula: C9H4F5NO2 Molecular Formula: C9H4F5NO2 Molecular Weight: 253.128 Type of Substance: isocyclic InChI Key: PARLIFWZAATTIZ-NSCUHMNNSA-N Note:

N F

F F

Substance Label (1) Label References XVII

Anichkina,S.A. et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 39; nb. 8; (1969); p. 1766 - 1773,1730 - 1736, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.483

95/100

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H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (1) 1 of 1

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Anichkina,S.A. et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 39; nb. 8; (1969); p. 1766 - 1773,1730 - 1736, View in Reaxys

Reaxys ID 30915346 View in Reaxys

60/65 O

Chemical Name: (E)-2-(cyclopentyloxy)-1-methoxy-4-(1-nitroprop-1-en-2-yl)benzene Linear Structure Formula: C15H19NO4 Molecular Formula: C15H19NO4 Molecular Weight: 277.32 InChI Key: IUSOHBDSUSVGTE-ZHACJKMWSA-N Note:

N O

O O

Substance Label (1) Label References 1g

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.499

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

64.28

Lipinski Number

Veber Number

Crystal Property Description (1) Colour & Other Location Properties yellow

References

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

96/100

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Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys 2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Location

supporting information

Sim, Jae Hun; Song, Choong Eui; Angewandte Chemie - International Edition; vol. 56; nb. 7; (2017); p. 1835 - 1839; Angew. Chem.; vol. 129; nb. 7; (2017); p. 1861 - 1865,5, View in Reaxys

Reaxys ID 22818481 View in Reaxys

61/65 O

CAS Registry Number: 1402166-85-1 Linear Structure Formula: C9H8INO2 Molecular Formula: C9H8INO2 Molecular Weight: 289.073 InChI Key: KMIYTEHKQMFFPC-VOTSOKGWSA-N Note:

N O

Substance Label (1) Label References (E)-1i

Bertolotti, Mattia; Brenna, Elisabetta; Crotti, Michele; Gatti, Francesco G.; Monti, Daniela; Parmeggiani, Fabio; Santangelo, Sara; ChemCatChem; vol. 8; nb. 3; (2016); p. 577 - 583, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.746

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (2) 1 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys

97/100

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2 of 2

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys

Reaxys ID 3453398 View in Reaxys

62/65 O

Chemical Name: 3.5.α-trinitro-6-oxy-2.4.α-trimethyl-styrene; α-Nitroα-(3.5-dinitro-6-oxy-2.4-dimethyl-phenyl)-α-propylen; 3.5.α-Trinitro-6oxy-2.4.α-trimethyl-styrol Linear Structure Formula: C11H11N3O7 Molecular Formula: C11H11N3O7 Molecular Weight: 297.224 Type of Substance: isocyclic InChI Key: ARHZJVXGHINDEK-SNAWJCMRSA-N Note:

N O

OH N O

Druglikeness (1) 1 of 1

LogP

3.366

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

157.69

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

103

Solvent (Melting Point)

benzene

Jordan; Thorpe; Journal of the Chemical Society; vol. 107; (1915); p. 401, View in Reaxys

Reaxys ID 22818518 View in Reaxys F

63/65 O

CAS Registry Number: 1402166-84-0 Chemical Name: (E)-1-(1-nitroprop-1-en-2-yl)-3,5-bis(trifluoromethyl)benzene Linear Structure Formula: C11H7F6NO2 Molecular Formula: C11H7F6NO2 Molecular Weight: 299.172 InChI Key: SWLFIJDRBCMVIX-AATRIKPKSA-N Note:

F N F

F F

Substance Label (1) Label References

98/100

2018-08-17 22:03:33

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys

Druglikeness (1) 1 of 1

LogP

4.528

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

45.82

Lipinski Number

Veber Number

NMR Spectroscopy (3) 1 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys; Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 2 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Coupling Nuclei

19F

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Chemistry - A European Journal; vol. 19; nb. 33; (2013); p. 10840 - 10844, View in Reaxys 3 of 3

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Li, Shengkun; Huang, Kexuan; Cao, Bonan; Zhang, Jiwen; Wu, Wenjun; Zhang, Xumu; Angewandte Chemie - International Edition; vol. 51; nb. 34; (2012); p. 8573 - 8576, View in Reaxys

Reaxys ID 3073004 View in Reaxys

64/65

99/100

2018-08-17 22:03:33

CAS Registry Number: 19937-19-0 Chemical Name: 3,4-Dibenzyloxy-α-methyl-α-nitro-styrol Linear Structure Formula: C23H21NO4 Molecular Formula: C23H21NO4 Molecular Weight: 375.424 Type of Substance: isocyclic InChI Key: ODIVOVYCWPKMKP-UHFFFAOYSA-N Note:

O O

N O

Substance Label (1) Label References II

Hohenlohe-Oehringen,K.; Call,L.; Monatshefte fuer Chemie; vol. 99; nb. 4; (1968); p. 1313 - 1319, View in Reaxys

Druglikeness (1) 1 of 1

LogP

5.66

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

64.28

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

117

Solvent (Melting Point)

ethanol

Hohenlohe-Oehringen,K.; Call,L.; Monatshefte fuer Chemie; vol. 99; nb. 4; (1968); p. 1313 - 1319, View in Reaxys

Reaxys ID 11967463 View in Reaxys

65/65 O N O

Cl O

H N

Cl O Cl

CAS Registry Number: 1072274-19-1 Linear Structure Formula: C22H20Cl4N2O5 Molecular Formula: C22H20Cl4N2O5 Molecular Weight: 534.223 InChI Key: NUDVTUJOEULUKZ-BUHFOSPRSA-N Note:

Patent-Specific Data (1) Prophetic ComReferences pound prophetic product

Patent; SYNGENTA PARTICIPATIONS AG; WO2004/52816; (2004); (A1) English, View in Reaxys

Druglikeness (1) 1 of 1

LogP

7.035

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

93.38

Lipinski Number

Veber Number

100/100

2018-08-17 22:03:33