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1 substances in Reaxys
2018-06-08 16h:46m:09s (UTC)
Br
1. Query
O N
Cl
O
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Reaxys ID 1950424 View in Reaxys
1/1 CAS Registry Number: 41513-04-6 Chemical Name: 2-chloro-5-bromonitrobenzene; 2-bromo-5-chloronitrobenzene Linear Structure Formula: C6H3BrClNO2 Molecular Formula: C6H3BrClNO2 Molecular Weight: 236.452 Type of Substance: isocyclic InChI Key: UKTIMFAJRPSNGR-UHFFFAOYSA-N Note:
Br
O N
Cl
O
Substance Label (18) Label References 11g
Ma, Xiantao; Yu, Lei; Su, Chenliang; Yang, Yaqi; Li, Huan; Xu, Qing; Advanced Synthesis and Catalysis; vol. 359; nb. 10; (2017); p. 1649 - 1655, View in Reaxys
a24
Patent; The University of Tokyo; TOHOKU UNIVERSITY; Shionogi & Co., Ltd.; NAGANO, Tetsuo; OKABE, Takayoshi; KOJIMA, Hirotatsu; KAWAGUCHI, Mitsuyasu; NUREKI, Osamu; ISHITANI, Ryuichiro; NISHIMASU, Hiroshi; AOKI, Junken; TANAKA, Nobuyuki; KANDA, Yasuhiko; KIOI, Yoshiyuki; TATENO, Yusuke; KIDA, Shiro; YAMANE, Junji; (163 pag.); US2017/158704; (2017); (A1) English, View in Reaxys
6c
Elumalai, Vijayaragavan; Sandtorv, Alexander H.; Bjørsvik, Hans-René; European Journal of Organic Chemistry; vol. 2016; nb. 7; (2016); p. 1344 - 1354, View in Reaxys
1b
Fu, Zhengjiang; Li, Zhaojie; Song, Yuanyuan; Yang, Ruchun; Liu, Yanzhu; Cai, Hu; Journal of Organic Chemistry; vol. 81; nb. 7; (2016); p. 2794 - 2803, View in Reaxys
1f
Lu, Hongtao; Geng, Zhiyue; Li, Jingya; Zou, Dapeng; Wu, Yusheng; Wu, Yangjie; Organic Letters; vol. 18; nb. 11; (2016); p. 2774 - 2776, View in Reaxys
16-1
Patent; Nivalis Therapeutics, Inc.; Wasley, Jan; Rosenthal, Gary J.; Sun, Xicheng; Strong, Sarah; Qiu, Jian; US9138427; (2015); (B2) English, View in Reaxys
1i
Goo, Deuk-Young; Woo, Sang Kook; Organic and Biomolecular Chemistry; vol. 14; nb. 1; (2015); p. 122 - 130, View in Reaxys
1n
Li, Fang; Frett, Brendan; Li, Hong-Yu; Synlett; vol. 25; nb. 10; (2014); p. 1403 - 1408; Art.No: ST-2014-R0200-L, View in Reaxys
Int-25
Patent; ASCEPION PHARMACEUTICALS, INC.; JIANG, Shan; GAO, Xiaoyong; WANG, Qishan; WO2012/28106; (2012); (A1) English, View in Reaxys
Int-28b
Patent; MERCK SHARP and DOHME CORP.; KOZLOWSKI, Joseph, A; ROSENBLUM, Stuart, B; COBURN, Craig, A; SHANKAR, Bandarpalle, B; ANILKUMAR, G, Nair; CHEN, Lei; DWYER, Michael, P; JIANG, Yueheng; KEERTIKAR, Kartik, M; LAVEY, Brian, J; SELYUTIN, Oleg, B; TONG, Ling; WONG, Michael; YANG, De-Yi; YU, Wensheng; ZHOU, Guowei; WU, Hao; HU, Bin; ZHONG, Bin; SUN, Fei; JI, Tao; SHEN, Changmao; WO2012/40923; (2012); (A1) English, View in Reaxys; Patent; MERCK SHARP and DOHME CORP.; KOZLOWSKI, Joseph A.; ROSENBLUM, Stuart B.; COBURN, Craig A.; SHANKAR, Bandarpalle, B.; ANILKUMAR, G., Nair; CHEN, Lei; DWYER, Michael, P.; JIANG, Yueheng; KEERTIKAR, Kartik, M.; LAVEY, Brian, J.; SELYUTIN, Oleg, B.; TONG, Ling; WONG, Michael; YANG, De-Yi; YU, Wensheng; ZHOU, Guowei; WU, Hao; HU, Bin; ZHONG, Bin; SUN, Fei; JI, Tao; SHEN, Changmao; RIZVI, Razia; ZENG, Qingbei; WO2012/41014; (2012); (A1) English, View in Reaxys
9
Clawson Jr., Ronald W.; Deavers III, Robert E.; Akhmedov, Novruz G.; Soederberg, Bjoern C.G.; Tetrahedron; vol. 62; nb. 47; (2006); p. 10829 - 10834, View in Reaxys
14
Su, Jing; Tang, Haiqun; McKittrick, Brian A.; Burnett, Duane A.; Zhang, Hongtao; Smith-Torhan, April; Fawzi, Ahmad; Lachowicz, Jean; Bioorganic and Medicinal Chemistry Letters; vol. 16; nb. 17; (2006); p. 4548 - 4553, View in Reaxys
4 (R=4-Cl,R1=H)
Jana, Gour Hari; Jain, Sanjay; Arora, Sudershan K.; Sinha, Neelima; Bioorganic and Medicinal Chemistry Letters; vol. 15; nb. 15; (2005); p. 3592 - 3595, View in Reaxys
3
Revesz, Laszlo; Bollbuck, Birgit; Buhl, Thomas; Eder, Joerg; Esser, Ronald; Feifel, Roland; Heng, Richard; Hiestand, Peter; Jachez-Demange, Benedicte; Loetscher, Pius; Sparrer, Helmut; Schlapbach, Achim; Waelchli, Rudolf; Bioorganic and Medicinal Chemistry Letters; vol. 15; nb. 23; (2005); p. 5160 - 5164, View in Reaxys
21, Table 2
Bjorsvik, Hans-Rene; Gonzalez, Raquel Rodriguez; Liguori, Lucia; Journal of Organic Chemistry; vol. 69; nb. 22; (2004); p. 7720 - 7727, View in Reaxys
10
Caron, Stephane; Vazquez, Enrique; Stevens, Rodney W.; Nakao, Kazunari; Koike, Hiroki; Murata, Yoshinori; Journal of Organic Chemistry; vol. 68; nb. 10; (2003); p. 4104 - 4107, View in Reaxys
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11
Capuano, Ben; Crosby, Ian T.; Lloyd, Edward J.; Taylor, David A.; Australian Journal of Chemistry; vol. 55; nb. 9; (2002); p. 565 - 576, View in Reaxys
E.III, 5, 620
Lamm; Arkiv foer Kemi; vol. 18; (1961); p. 79,82,93, View in Reaxys
Patent-Specific Data (3) Location in Patent References Patent; TECHNION RESEARCH and DEVELOPMENT FOUNDATION LIMITED; GANDELMAN, Mark; NISNEVICH, Gennady A.; KULBITSKI, Kseniya; ARTARYAN, Alexander; (65 pag.); WO2017/60906; (2017); (A1) English, View in Reaxys Page/Page column
Patent; Dow AgroSciences LLC; Eckelbarger, Joseph D.; Epp, Jeffrey B.; Fields, Stephen Craig; Fischer, Lindsey G.; Giampietro, Natalie C.; Guenthenspberger, Katherine A.; Lowe, Christian T.; Petkus, Jeff; Roth, Joshua; Satchivi, Norbert M.; Schmitzer, Paul R.; Siddall, Thomas L.; Wang, Nick X.; US2014/274695; (2014); (A1) English, View in Reaxys; Patent; 03;BASF SE; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Benedito, Flavio Luiz; Bruder, Ingmar; Erk, Peter; Pschirer, Neil Gregory; Send, Robert; Muellen, Klaus; Wonneberger, Henrike; Li, Chen; US9054325; (2015); (B2) English, View in Reaxys Patent; SANOFI-AVENTIS; WO2009/413; (2008); (A1) English, View in Reaxys
Druglikeness (1) 1 of 1
LogP
3.334
H Bond Donors
0
H Bond Acceptors
0
Rotatable Bonds
1
TPSA
45.82
Lipinski Number
4
Veber Number
2
Melting Point (5) 1 of 5
Melting Point [°C]
65 - 67
Solvent (Melting Point)
acetone; Petroleum ether
Wang, Ming-Zhong; Xu, Han; Feng, Qi; Wang, L.I.-Zhong; Wang, S.U.-Hua; Li, Zheng-Ming; Journal of Agricultural and Food Chemistry; vol. 57; nb. 17; (2009); p. 7912 - 7918, View in Reaxys 2 of 5
Melting Point [°C]
70
Corbett,J.F.; Holt,P.F.; Journal of the Chemical Society; (1963); p. 2385 - 2387, View in Reaxys; Holleman; Recueil des Travaux Chimiques des Pays-Bas; vol. 34; (1915); p. 220, View in Reaxys; Moodie et al.; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); (1976); p. 1089,1090, View in Reaxys 3 of 5
Melting Point [°C]
69 - 70
Lamm; Arkiv foer Kemi; vol. 18; (1961); p. 79,82,93, View in Reaxys 4 of 5
Melting Point [°C]
67.4
Holleman; Recueil des Travaux Chimiques des Pays-Bas; vol. 34; (1915); p. 220, View in Reaxys 5 of 5
Melting Point [°C]
64.8
P.Groth, Chemische Krystallographie 4.Teil <Leipzig 1917> S. 45, View in Reaxys; Repossi; Zeitschrift fuer Kristallographie, Kristallgeometrie, Kristallphysik, Kristallchemie; vol. 46; (1909); p. 405; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 15 I; (1906); p. 527, View in Reaxys Refractive Index (1) Refractive Index Wavelength (ReTemperature (Refractive Index) [nm] fractive Index) [°C] 1.5832
589
70
References Holleman; Recueil des Travaux Chimiques des Pays-Bas; vol. 34; (1915); p. 220, View in Reaxys
Density (1) 1 of 1
Density [g·cm-3]
2.048
P.Groth, Chemische Krystallographie 4.Teil <Leipzig 1917> S. 45, View in Reaxys; Repossi; Zeitschrift fuer Kristallographie, Kristallgeometrie, Kristallphysik, Kristallchemie; vol. 46; (1909); p. 405; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 15 I; (1906); p. 527, View in Reaxys Crystal Property Description (2)
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Colour & Other Properties
References
yellow
Fu, Zhengjiang; Li, Zhaojie; Song, Yuanyuan; Yang, Ruchun; Liu, Yanzhu; Cai, Hu; Journal of Organic Chemistry; vol. 81; nb. 7; (2016); p. 2794 - 2803, View in Reaxys
deep-yellow
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH and CO. KG; WO2009/149139; (2009); (A1) English, View in Reaxys
Further Information (1) Description (FurReferences ther Information) Further information Liedholm; Acta Chemica Scandinavica (1947-1973); vol. 23; (1969); p. 3175,3183, View in Reaxys NMR Spectroscopy (6) 1 of 6
Description (NMR Spectroscopy)
Chemical shifts
Nucleus (NMR Spectroscopy)
1H
Original Text (NMR Spec- ‘H NMR: δ 7.81 (d, = 2 Hz, 1H), 7.67 (d, = 9 Hz, 1H), 7.41 (dd, / = 9, 2 Hz, lH) ppm troscopy) Location
Paragraph 00125
Patent; TECHNION RESEARCH and DEVELOPMENT FOUNDATION LIMITED; GANDELMAN, Mark; NISNEVICH, Gennady A.; KULBITSKI, Kseniya; ARTARYAN, Alexander; (65 pag.); WO2017/60906; (2017); (A1) English, View in Reaxys 2 of 6
Description (NMR Spectroscopy)
Chemical shifts
Nucleus (NMR Spectroscopy)
13C
Original Text (NMR Spectroscopy)
13C
Location
Paragraph 00125
NMR: δ 150, 136, 134.3, 133.4, 125.7, 112.5 ppm
Patent; TECHNION RESEARCH and DEVELOPMENT FOUNDATION LIMITED; GANDELMAN, Mark; NISNEVICH, Gennady A.; KULBITSKI, Kseniya; ARTARYAN, Alexander; (65 pag.); WO2017/60906; (2017); (A1) English, View in Reaxys 3 of 6
Description (NMR Spectroscopy)
Chemical shifts; Spectrum
Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectroscopy)
chloroform-d1
Frequency (NMR Spectro- 400 scopy) [MHz] Location
supporting information
Fu, Zhengjiang; Li, Zhaojie; Song, Yuanyuan; Yang, Ruchun; Liu, Yanzhu; Cai, Hu; Journal of Organic Chemistry; vol. 81; nb. 7; (2016); p. 2794 - 2803, View in Reaxys 4 of 6
Description (NMR Spectroscopy)
Chemical shifts; Spectrum
Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectroscopy)
chloroform-d1
Frequency (NMR Spectro- 100 scopy) [MHz] Location
supporting information
Fu, Zhengjiang; Li, Zhaojie; Song, Yuanyuan; Yang, Ruchun; Liu, Yanzhu; Cai, Hu; Journal of Organic Chemistry; vol. 81; nb. 7; (2016); p. 2794 - 2803, View in Reaxys
Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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5 of 6
Description (NMR Spectroscopy)
Chemical shifts
Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectroscopy)
chloroform-d1
Frequency (NMR Spectro- 300 scopy) [MHz] Wang, Ming-Zhong; Xu, Han; Feng, Qi; Wang, L.I.-Zhong; Wang, S.U.-Hua; Li, Zheng-Ming; Journal of Agricultural and Food Chemistry; vol. 57; nb. 17; (2009); p. 7912 - 7918, View in Reaxys 6 of 6
Description (NMR Spectroscopy)
Chemical shifts
Nucleus (NMR Spectroscopy)
1H
Liedholm,B.; Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry; vol. 30; (1976); p. 141 - 149, View in Reaxys UV/VIS Spectroscopy (3) 1 of 3
Description (UV/VIS Spectroscopy)
Absorption maxima
Solvent (UV/VIS Spectroscopy)
ethanol
Absorption Maxima (UV/ VIS) [nm]
227.5; 305
Hammond; Modic; Journal of the American Chemical Society; vol. 75; (1953); p. 1385, View in Reaxys 2 of 3
Description (UV/VIS Spectroscopy)
Absorption maxima
Solvent (UV/VIS Spectroscopy)
H2O
Absorption Maxima (UV/ VIS) [nm]
222.5; 255; 315
Hammond; Modic; Journal of the American Chemical Society; vol. 75; (1953); p. 1385, View in Reaxys 3 of 3
Description (UV/VIS Spectroscopy)
Absorption maxima
Solvent (UV/VIS Spectroscopy)
H2SO4
Absorption Maxima (UV/ VIS) [nm]
223.8; 278; 330
Hammond; Modic; Journal of the American Chemical Society; vol. 75; (1953); p. 1385, View in Reaxys
Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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