1-(benzo[d][1,3]dioxol-5-yl)propan-2-one (MDP2P) [CAS 4676-39-5; InChIKey XIYKRJLTYKUWAM-UHFFFAOYSA-

Query Query 1. Query

Results

IDE.XRN=164033

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Date

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Reaxys ID 164033 View in Reaxys

1/1 CAS Registry Number: 4676-39-5 Chemical Name: 1-(1,3-benzodioxol-5-yl)-2-propanone; 1-(1,3benzodioxol-5-yl)acetone Linear Structure Formula: C10H10O3 Molecular Formula: C10H10O3 Molecular Weight: 178.188 Type of Substance: heterocyclic InChI Key: XIYKRJLTYKUWAM-UHFFFAOYSA-N Note:

O O

O

Substance Label (16) Label References 2h

Fu, Wai Chung; So, Chau Ming; Chow, Wing Kin; Yuen, On Ying; Kwong, Fuk Yee; Organic Letters; vol.

17; nb. 18; (2015); p. 4612 - 4615, View in Reaxys

27

Macqueen, Preston M.; Chisholm, Alicia J.; Hargreaves, Breanna K. V.; Stradiotto, Mark; Chemistry - A European Journal; vol. 21; nb. 31; (2015); p. 11006 - 11009, View in Reaxys

2

Omori, Alvaro Takeo; De Oliveira, Camila De Souza; Andrade, Kleber Tellini; Capeletto, Marina Gonalves; RSC Advances; vol. 5; nb. 125; (2015); p. 103563 - 103565, View in Reaxys

1c

Simon, Robert C.; Busto, Eduardo; Richter, Nina; Belaj, Ferdinand; Kroutil, Wolfgang; European Journal of Organic Chemistry; vol. 2014; nb. 1; (2014); p. 111 - 121, View in Reaxys

2a

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

2f

Alsabeh, Pamela G.; Stradiotto, Mark; Angewandte Chemie - International Edition; vol. 52; nb. 28; (2013); p.

7242 - 7246; Angew. Chem.; vol. 125; nb. 28; (2013); p. 7383 - 7387, View in Reaxys

PMK

Buchanan, Hilary A. S.; Daeid, Niamh Nic; Meier-Augenstein, Wolfram; Kemp, Helen F.; Kerr, William J.; Middleditch, Michael; Analytical Chemistry; vol. 80; nb. 9; (2008); p. 3350 - 3356, View in Reaxys

10

Li, Li; Chen, Hongbiao; Lin, Yuanbin; Synthetic Communications; vol. 37; nb. 6; (2007); p. 985 - 991, View in Reaxys

1a

Erdelyi, Balazs; Szabo, Antal; Seres, Gabor; Birincsik, Laszlo; Ivanics, Jozsef; Szatzker, Gabor; Poppe, Laszlo; Tetrahedron Asymmetry; vol. 17; nb. 2; (2006); p. 268 - 274, View in Reaxys

1b

Pongo, Laszlo; Agai, Bela; Faigl, Ferenc; Reiter, Jozsef; Simig, Gyula; Journal of Heterocyclic Chemistry; vol. 43; nb. 6; (2006); p. 1539 - 1548, View in Reaxys

3g

Pradhan, Prasun K.; Dey, Sumit; Jaisankar, Parasuraman; Giri, Venkatachalam S.; Synthetic Communications; vol. 35; nb. 7; (2005); p. 913 - 922, View in Reaxys

3

Pifl, Christian; Nagy, Gabor; Berenyi, Sandor; Kattinger, Alexandra; Reither, Harald; Antus, Sandor; Journal of Pharmacology and Experimental Therapeutics; vol. 314; nb. 1; (2005); p. 346 - 354, View in Reaxys

25

Inoue, Kousuke; Makino, Yoshihide; Itoh, Nobuya; Tetrahedron Asymmetry; vol. 16; nb. 15; (2005); p. 2539 - 2549, View in Reaxys

5

Zappala, Maria; Grasso, Silvana; Micale, Nicola; Polimeni, Santina; De Micheli, Carlo; Synthetic Communications; vol. 32; nb. 4; (2002); p. 527 - 533, View in Reaxys

4

Micale, Nicola; Zappala, Maria; Grasso, Silvana; Farmaco (Societa chimica italiana : 1989); vol. 57; nb. 10; (2002); p. 853 - 859, View in Reaxys

XII

Rutavichyus; Valyulene; Kuodis; Kupyatis; Chemistry of Heterocyclic Compounds; vol. 33; nb. 9; (1997); p.

1104 - 1108, View in Reaxys

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

Patent; BASF Aktiengesellschaft; US5008461; (1991); (A1) English, View in Reaxys

Derivative (2) Derivative

References

benzo[1,3]dioxol-5-yl-acetone(2,4-dinitro-phenylhydrazone)

Bhide, Bhaskar H.; Shah, Kashmira K.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 19; nb. 1; (1980); p. 9 - 12, View in Reaxys; Tamura, Yasumitsu; Choi, Hong Dae; Mizutani, Masako; Ueda, Yuko; Ishibashi, Hiroyuki; Chemical and Pharmaceutical Bulletin; vol. 30; nb. 10; (1982); p. 3574 - 3579, View in Reaxys

Copyright © 2016 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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benzo[1,3]dioxol-5-yl-acetone oxime

Bhide, Bhaskar H.; Shah, Kashmira K.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 19; nb. 1; (1980); p. 9 - 12, View in Reaxys

Melting Point (2) 1 of 2

Melting Point [°C]

52 - 54

Location

supporting information

Ackermann, Lutz; Mehta, Vaibhav P.; Chemistry - A European Journal; vol. 18; nb. 33; (2012); p. 10230 - 10233, View in Reaxys 2 of 2

Melting Point [°C]

52

Mori; Nippon Kagaku Zasshi; vol. 81; (1960); p. 464,465-469; Chem.Abstr.; vol. 55; nb. 5358; (1961), View in Reaxys Boiling Point (14) Boiling Point [°C] Pressure (Boiling Point) [Torr]

Comment (Boiling References Point)

120 - 140

2.25023

Buchanan, Hilary A. S.; Daeid, Niamh Nic; Meier-Augenstein, Wolfram; Kemp, Helen F.; Kerr, William J.; Middleditch, Michael; Analytical Chemistry; vol. 80; nb. 9; (2008); p. 3350 - 3356, View in Reaxys

80

0.2

An; D'Aloisio; Venturello; Synthesis; nb. 12; (1992); p. 1229 - 1231, View in Reaxys

283 - 285

Bhide, Bhaskar H.; Shah, Kashmira K.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 19; nb. 1; (1980); p. 9 - 12, View in Reaxys

283 - 284

Adjangba; Billet; Bulletin de la Societe Chimique de France; (1962); p. 1973, View in Reaxys

132 - 133

3

Sugawara; Nippon Nogei Kagaku Kaishi; vol. 33; (1959); p. 648,650; Chem. Zentralbl.; vol. 134; (1963); p. 20767, View in Reaxys

80

0.08

Patent; Lakeside Labor.; US3000903; (1959); Chem.Abstr.; vol. 56; nb. 1393; (1962), View in Reaxys

110 - 111

0.8

Lieberman; Journal of the American Chemical Society; vol. 77; (1955); p. 1114, View in Reaxys

103 - 104

0.2

Pearl; Beyer; Journal of Organic Chemistry; vol. 16; (1951); p.

216,217, 220, View in Reaxys

140 - 145

9

151

10

Paolini; Gazzetta Chimica Italiana; vol. 42 I; (1912); p. 36; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 20 I; (1911); p. 945, View in Reaxys

168

17

Mannich; Jacobsohn; Chemische Berichte; vol. 43; (1910); p. 193, View in Reaxys

163

16

Behal; Tiffeneau; Bulletin de la Societe Chimique de France; vol. <4> 3; (1908); p. 730; Bulletin de la Societe Chimique de France; vol. <4> 7; (1910); p. 332, View in Reaxys

149 - 151

10

Hoering; Chemische Berichte; vol. 38; (1905); p. 2297,3481, View in Reaxys; Patent; Hoering; DE174496; Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 8; p. 1273, View in Reaxys

283 - 284

760

Hoering; Chemische Berichte; vol. 38; (1905); p. 2297,3481, View in Reaxys; Patent; Hoering; DE174496; Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 8; p. 1273, View in Reaxys

Oel.

Mannich; Schmitt; Archiv der Pharmazie (Weinheim, Germany); vol. 266; (1928); p. 80, View in Reaxys

Refractive Index (6) Refractive Index Wavelength (Refractive Index) [nm]

Temperature (Re- References fractive Index) [°C]

1.5445

25

589

Copyright © 2016 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.

Sugawara; Nippon Nogei Kagaku Kaishi; vol. 33; (1959); p. 648,650; Chem. Zentralbl.; vol. 134; (1963); p. 20767, View in Reaxys

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1.542

589

20

Patent; Lakeside Labor.; US3000903; (1959); Chem.Abstr.; vol. 56; nb. 1393; (1962), View in Reaxys

1.54

589

26

Pearl; Beyer; Journal of Organic Chemistry; vol. 16; (1951); p.

216,217, 220, View in Reaxys

1.5428

589

20

Paolini; Gazzetta Chimica Italiana; vol. 42 I; (1912); p. 36; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 20 I; (1911); p. 945, View in Reaxys

1.545

589

15

Wallach; Mueller,H.; Justus Liebigs Annalen der Chemie; vol. 332; (1904); p. 331, View in Reaxys; Behal; Tiffeneau; Bulletin de la Societe Chimique de France; vol. <4> 3; (1908); p. 730; Bulletin de la Societe Chimique de France; vol. <4> 7; (1910); p. 332, View in Reaxys

1.543

589

20

Wallach; Mueller,H.; Justus Liebigs Annalen der Chemie; vol. 332; (1904); p. 331, View in Reaxys

Density (6) 1 of 6

Density [g·cm-3]

1.204

Reference Temperature [°C]

4

Measurement Tempera- 25 ture [°C] Sugawara; Nippon Nogei Kagaku Kaishi; vol. 33; (1959); p. 648,650; Chem. Zentralbl.; vol. 134; (1963); p. 20767, View in Reaxys 2 of 6

Density [g·cm-3]

1.205

Measurement Tempera- 20 ture [°C] Paolini; Gazzetta Chimica Italiana; vol. 42 I; (1912); p. 36; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 20 I; (1911); p. 945, View in Reaxys 3 of 6

Density [g·cm-3]

1.2197

Measurement Tempera- 0 ture [°C] Behal; Tiffeneau; Bulletin de la Societe Chimique de France; vol. <4> 3; (1908); p. 730; Bulletin de la Societe Chimique de France; vol. <4> 7; (1910); p. 332, View in Reaxys 4 of 6

Density [g·cm-3]

1.2035

Measurement Tempera- 22 ture [°C] Behal; Tiffeneau; Bulletin de la Societe Chimique de France; vol. <4> 3; (1908); p. 730; Bulletin de la Societe Chimique de France; vol. <4> 7; (1910); p. 332, View in Reaxys 5 of 6

Density [g·cm-3]

1.2017

Measurement Tempera- 17.5 ture [°C] Hoering; Chemische Berichte; vol. 38; (1905); p. 2297,3481, View in Reaxys; Patent; Hoering; DE174496; Fortschr.

Teerfarbenfabr. Verw. Industriezweige; vol. 8; p. 1273, View in Reaxys 6 of 6

Density [g·cm-3]

1.203

Measurement Tempera- 20 ture [°C] Wallach; Mueller,H.; Justus Liebigs Annalen der Chemie; vol. 332; (1904); p. 331, View in Reaxys Chromatographic Data (3) Chromatographic Location data

References

TLC (Thin layer chromatography)

Fu, Wai Chung; So, Chau Ming; Chow, Wing Kin; Yuen, On Ying; Kwong, Fuk Yee; Organic Letters; vol. 17; nb. 18; (2015); p. 4612 - 4615, View in Reaxys

supporting information

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TLC (Thin layer chromatography)

Simon, Robert C.; Busto, Eduardo; Richter, Nina; Belaj, Ferdinand; Kroutil, Wolfgang; European Journal of Organic Chemistry; vol. 2014; nb. 1; (2014); p. 111 - 121, View in Reaxys

GC (Gas chroma- supporting infortography) mation

Simon, Robert C.; Busto, Eduardo; Richter, Nina; Belaj, Ferdinand; Kroutil, Wolfgang; European Journal of Organic Chemistry; vol. 2014; nb. 1; (2014); p. 111 - 121, View in Reaxys

Crystal Property Description (6) Colour & Other Location Properties yellow

supporting information

colourless

References Macqueen, Preston M.; Chisholm, Alicia J.; Hargreaves, Breanna K. V.; Stradiotto, Mark; Chemistry - A European Journal; vol. 21; nb. 31; (2015); p. 11006 - 11009, View in Reaxys Simon, Robert C.; Busto, Eduardo; Richter, Nina; Belaj, Ferdinand; Kroutil, Wolfgang; European Journal of Organic Chemistry; vol. 2014; nb. 1; (2014); p. 111 - 121, View in Reaxys

yellow

supporting information

Ackermann, Lutz; Mehta, Vaibhav P.; Chemistry - A European Journal; vol. 18; nb. 33; (2012); p. 10230 - 10233, View in Reaxys

colourless

supporting information

Hesp, Kevin D.; Lundgren, Rylan J.; Stradiotto, Mark; Journal of the American Chemical Society; vol. 133; nb. 14; (2011); p. 5194 - 5197, View in Reaxys

yellow

Buchanan, Hilary A. S.; Daeid, Niamh Nic; Meier-Augenstein, Wolfram; Kemp, Helen F.; Kerr, William J.; Middleditch, Michael; Analytical Chemistry; vol. 80; nb. 9; (2008); p.

3350 - 3356, View in Reaxys

light-brown

Zappala, Maria; Grasso, Silvana; Micale, Nicola; Polimeni, Santina; De Micheli, Carlo; Synthetic Communications; vol. 32; nb. 4; (2002); p. 527 - 533, View in Reaxys; Micale, Nicola; Zappala, Maria; Grasso, Silvana; Farmaco (Societa chimica italiana : 1989); vol. 57; nb. 10; (2002); p. 853 - 859, View in Reaxys

NMR Spectroscopy (21) 1 of 21

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectroscopy) [MHz]

500.1

Location

supporting information

Alsabeh, Pamela G.; Stradiotto, Mark; Angewandte Chemie - International Edition; vol. 52; nb. 28; (2013); p. 7242 - 7246; Angew. Chem.; vol. 125; nb. 28; (2013); p. 7383 - 7387, View in Reaxys; Macqueen, Preston M.; Chisholm, Alicia J.; Hargreaves, Breanna K. V.; Stradiotto, Mark; Chemistry - A European Journal; vol. 21; nb. 31; (2015); p.

11006 - 11009, View in Reaxys 2 of 21

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectroscopy) [MHz]

125.8

Location

supporting information

Alsabeh, Pamela G.; Stradiotto, Mark; Angewandte Chemie - International Edition; vol. 52; nb. 28; (2013); p. 7242 - 7246; Angew. Chem.; vol. 125; nb. 28; (2013); p. 7383 - 7387, View in Reaxys; Macqueen, Preston M.; Chisholm,

Copyright © 2016 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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Alicia J.; Hargreaves, Breanna K. V.; Stradiotto, Mark; Chemistry - A European Journal; vol. 21; nb. 31; (2015); p.

11006 - 11009, View in Reaxys 3 of 21

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

25.04

Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Fu, Wai Chung; So, Chau Ming; Chow, Wing Kin; Yuen, On Ying; Kwong, Fuk Yee; Organic Letters; vol. 17; nb.

18; (2015); p. 4612 - 4615, View in Reaxys 4 of 21

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

25.04

Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

Fu, Wai Chung; So, Chau Ming; Chow, Wing Kin; Yuen, On Ying; Kwong, Fuk Yee; Organic Letters; vol. 17; nb.

18; (2015); p. 4612 - 4615, View in Reaxys 5 of 21

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

20

Frequency (NMR Spectroscopy) [MHz]

300

Location

supporting information

Simon, Robert C.; Busto, Eduardo; Richter, Nina; Belaj, Ferdinand; Kroutil, Wolfgang; European Journal of Organic Chemistry; vol. 2014; nb. 1; (2014); p. 111 - 121, View in Reaxys 6 of 21

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

20

Frequency (NMR Spectroscopy) [MHz]

75

Location

supporting information

Copyright © 2016 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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Simon, Robert C.; Busto, Eduardo; Richter, Nina; Belaj, Ferdinand; Kroutil, Wolfgang; European Journal of Organic Chemistry; vol. 2014; nb. 1; (2014); p. 111 - 121, View in Reaxys 7 of 21

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Location

supporting information

Ackermann, Lutz; Mehta, Vaibhav P.; Chemistry - A European Journal; vol. 18; nb. 33; (2012); p. 10230 - 10233, View in Reaxys 8 of 21

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

75

Location

supporting information

Ackermann, Lutz; Mehta, Vaibhav P.; Chemistry - A European Journal; vol. 18; nb. 33; (2012); p. 10230 - 10233, View in Reaxys 9 of 21

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

26.84

Location

supporting information

Hesp, Kevin D.; Lundgren, Rylan J.; Stradiotto, Mark; Journal of the American Chemical Society; vol. 133; nb. 14; (2011); p. 5194 - 5197, View in Reaxys 10 of 21

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

26.84

Location

supporting information

Hesp, Kevin D.; Lundgren, Rylan J.; Stradiotto, Mark; Journal of the American Chemical Society; vol. 133; nb. 14; (2011); p. 5194 - 5197, View in Reaxys 11 of 21

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

1H

Temperature (NMR Spectroscopy) [°C]

26.84

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Location

supporting information

Hesp, Kevin D.; Lundgren, Rylan J.; Stradiotto, Mark; Journal of the American Chemical Society; vol. 133; nb. 14; (2011); p. 5194 - 5197, View in Reaxys 12 of 21

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Temperature (NMR Spectroscopy) [°C]

26.84

Location

supporting information

Hesp, Kevin D.; Lundgren, Rylan J.; Stradiotto, Mark; Journal of the American Chemical Society; vol. 133; nb. 14; (2011); p. 5194 - 5197, View in Reaxys 13 of 21

Description (NMR Spec- Spectrum troscopy) Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Broussy, Sylvain; Cheloha, Ross W.; Berkowitz, David B.; Organic Letters; vol. 11; nb. 2; (2009); p. 305 - 308, View in Reaxys 14 of 21

Description (NMR Spec- Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

Broussy, Sylvain; Cheloha, Ross W.; Berkowitz, David B.; Organic Letters; vol. 11; nb. 2; (2009); p. 305 - 308, View in Reaxys 15 of 21

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Buchanan, Hilary A. S.; Daeid, Niamh Nic; Meier-Augenstein, Wolfram; Kemp, Helen F.; Kerr, William J.; Middleditch, Michael; Analytical Chemistry; vol. 80; nb. 9; (2008); p. 3350 - 3356, View in Reaxys 16 of 21

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

400

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Buchanan, Hilary A. S.; Daeid, Niamh Nic; Meier-Augenstein, Wolfram; Kemp, Helen F.; Kerr, William J.; Middleditch, Michael; Analytical Chemistry; vol. 80; nb. 9; (2008); p. 3350 - 3356, View in Reaxys 17 of 21

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectro- CDCl3 scopy) Niwa, Masatake; Noda, Hitoshi; Kobayashi, Hiroki; Yamamura, Shosuke; Chemistry Letters; (1980); p. 85 - 88, View in Reaxys; Tamura, Yasumitsu; Choi, Hong Dae; Mizutani, Masako; Ueda, Yuko; Ishibashi, Hiroyuki; Chemical and Pharmaceutical Bulletin; vol. 30; nb. 10; (1982); p. 3574 - 3579, View in Reaxys; An; D'Aloisio; Venturello; Synthesis; nb. 12; (1992); p. 1229 - 1231, View in Reaxys; Durandetti; Sibille; Nedelec; Perichon; Synthetic Communications; vol. 24; nb. 2; (1994); p. 145 - 151, View in Reaxys; Zappala, Maria; Grasso, Silvana; Micale, Nicola; Polimeni, Santina; De Micheli, Carlo; Synthetic Communications; vol. 32; nb. 4; (2002); p. 527 - 533, View in Reaxys; Micale, Nicola; Zappala, Maria; Grasso, Silvana; Farmaco (Societa chimica italiana : 1989); vol.

57; nb. 10; (2002); p. 853 - 859, View in Reaxys 18 of 21

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- CDCl3 scopy) Zappala, Maria; Grasso, Silvana; Micale, Nicola; Polimeni, Santina; De Micheli, Carlo; Synthetic Communications; vol. 32; nb. 4; (2002); p. 527 - 533, View in Reaxys 19 of 21

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Carter, James F.; Titterton, Emma L.; Grant, Helen; Sleeman, Richard; Chemical Communications; nb. 21; (2002); p. 2590 - 2591, View in Reaxys 20 of 21

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectro- CCl4 scopy) Barreiro, Eliezer J.; Costa, Paulo R. R.; Barros, Perola Regina V. R.; Queiroz, Waldemir M.; Journal of Chemical Research, Miniprint; nb. 4; (1982); p. 1142 - 1165, View in Reaxys; De Boer; Tan; Gorter; Van de Wal; Kettenesvan den Bosch; De Bruijn; Maes; Journal of Mass Spectrometry; vol. 32; nb. 11; (1997); p. 1236 - 1246, View in Reaxys 21 of 21

Description (NMR Spec- Spin-spin coupling constants troscopy) Solvents (NMR Spectro- CDCl3 scopy) Comment (NMR Spectroscopy)

1H-1H

An; D'Aloisio; Venturello; Synthesis; nb. 12; (1992); p. 1229 - 1231, View in Reaxys IR Spectroscopy (6) 1 of 6

Description (IR Spectroscopy)

Bands

Location

supporting information

Comment (IR Spectroscopy)

neat (no solvent, solid phase)

Ackermann, Lutz; Mehta, Vaibhav P.; Chemistry - A European Journal; vol. 18; nb. 33; (2012); p. 10230 - 10233, View in Reaxys

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2 of 6

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CH2Cl2

Buchanan, Hilary A. S.; Daeid, Niamh Nic; Meier-Augenstein, Wolfram; Kemp, Helen F.; Kerr, William J.; Middleditch, Michael; Analytical Chemistry; vol. 80; nb. 9; (2008); p. 3350 - 3356, View in Reaxys 3 of 6

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CHCl3

Comment (IR Spectroscopy)

1695 cm**(-1)

Tamura, Yasumitsu; Choi, Hong Dae; Mizutani, Masako; Ueda, Yuko; Ishibashi, Hiroyuki; Chemical and Pharmaceutical Bulletin; vol. 30; nb. 10; (1982); p. 3574 - 3579, View in Reaxys 4 of 6

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1720 cm**(-1)

Barreiro, Eliezer J.; Costa, Paulo R. R.; Barros, Perola Regina V. R.; Queiroz, Waldemir M.; Journal of Chemical Research, Miniprint; nb. 4; (1982); p. 1142 - 1165, View in Reaxys 5 of 6

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

1720 cm**(-1)

Bhide, Bhaskar H.; Shah, Kashmira K.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 19; nb. 1; (1980); p. 9 - 12, View in Reaxys 6 of 6

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1710 - 1495 cm**(-1)

Niwa, Masatake; Noda, Hitoshi; Kobayashi, Hiroki; Yamamura, Shosuke; Chemistry Letters; (1980); p. 85 - 88, View in Reaxys Mass Spectrometry (10) Description (Mass Location Spectrometry)

References

electron impact (EI); spectrum

Fu, Wai Chung; So, Chau Ming; Chow, Wing Kin; Yuen, On Ying; Kwong, Fuk Yee; Organic Letters; vol. 17; nb. 18; (2015); p. 4612 - 4615, View in Reaxys

supporting information

gas chromatography mass spectrometry (GCMS); electron impact (EI); spectrum

Simon, Robert C.; Busto, Eduardo; Richter, Nina; Belaj, Ferdinand; Kroutil, Wolfgang; European Journal of Organic Chemistry; vol. 2014; nb. 1; (2014); p. 111 - 121, View in Reaxys

tandem mass spectrometry; fragmentation pattern; spectrum

Stojanovska, Natasha; Kelly, Tamsin; Tahtouh, Mark; Beavis, Alison; Fu, Shanlin; Rapid Communications in Mass Spectrometry; vol. 28; nb. 7; (2014); p. 731 - 740, View in Reaxys

electrospray ionisation (ESI); spectrum

Stojanovska, Natasha; Kelly, Tamsin; Tahtouh, Mark; Beavis, Alison; Fu, Shanlin; Rapid Communications in Mass Spectrometry; vol. 28; nb. 7; (2014); p. 731 - 740, View in Reaxys

EI (Electron impact); HRMS

supporting information

Ackermann, Lutz; Mehta, Vaibhav P.; Chemistry - A European Journal; vol. 18; nb. 33; (2012); p. 10230 - 10233, View in Reaxys

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(High resolution mass spectrometry); FT-ICR (Fourier transform ion cyclotron resonance); Spectrum EI (Electron impact); Spectrum

supporting information

Ackermann, Lutz; Mehta, Vaibhav P.; Chemistry - A European Journal; vol. 18; nb. 33; (2012); p. 10230 - 10233, View in Reaxys

HRMS (High reso- supporting inforlution mass spec- mation trometry); ESI (Electrospray ionisation); Spectrum

Hesp, Kevin D.; Lundgren, Rylan J.; Stradiotto, Mark; Journal of the American Chemical Society; vol. 133; nb. 14; (2011); p. 5194 - 5197, View in Reaxys

spectrum

Barreiro, Eliezer J.; Costa, Paulo R. R.; Barros, Perola Regina V. R.; Queiroz, Waldemir M.; Journal of Chemical Research, Miniprint; nb. 4; (1982); p. 1142 - 1165, View in Reaxys; Zappala, Maria; Grasso, Silvana; Micale, Nicola; Polimeni, Santina; De Micheli, Carlo; Synthetic Communications; vol. 32; nb. 4; (2002); p. 527 - 533, View in Reaxys

spectrum; electron impact (EI)

De Boer; Tan; Gorter; Van de Wal; Kettenes-van den Bosch; De Bruijn; Maes; Journal of Mass Spectrometry; vol. 32; nb. 11; (1997); p. 1236 - 1246, View in Reaxys Willhalm,B. et al.; Tetrahedron; vol. 20; (1964); p. 1185 - 1209, View in Reaxys

UV/VIS Spectroscopy (1) 1 of 1

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

hexane; ethanol

Comment (UV/VIS Spectroscopy)

220 - 320 nm

Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie (Leipzig); vol. <A> 168; (1934); p. 81,104, View in Reaxys Pharmacological Data (1) 1 of 1

Comment (Pharmacological Data)

Bioactivities present

Willhalm,B. et al.; Tetrahedron; vol. 20; (1964); p. 1185 - 1209, View in Reaxys; Patent; Montedison S.p.A.; US4731482; (1988); (A1) English, View in Reaxys; Patent; Banyu Pharmaceutical Co., Ltd.; US6083985; (2000); (A1) English, View in Reaxys; Patent; Banyu Pharmaceutical Co., Ltd.; US5981573; (1999); (A1) English, View in Reaxys; Schwenker; Metz; Synthesis; vol. No. 8; (1975); p. 496 - 499, View in Reaxys; Reichert,B.; Lechner,A.; Arzneimittel Forschung; vol. 15; (1965); p. 36 - 46, View in Reaxys; Patent; Microgenics Corporation; US2003/207469; (2003); (A1) English, View in Reaxys; Paolini; Luzzi; Balbiano; Chemische Berichte; vol. 36; (1903); p. 3580; Gazzetta Chimica Italiana; vol. 36 I; (1906); p. 273,274, View in Reaxys; Wallach; Mueller,H.; Justus Liebigs Annalen der Chemie; vol. 332; (1904); p. 331, View in Reaxys; Behal; Tiffeneau; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 141; (1905); p. 597; Bulletin de la Societe Chimique de France; vol. <4> 3; (1908); p. 735, View in Reaxys; Hoering; Chemische Berichte; vol. 38; (1905); p. 2297,3481, View in Reaxys; Balbiano; Paolini; Gazzetta Chimica Italiana; vol. 36 I; (1906); p. 296, View in Reaxys; Darzens; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 142; (1906); p. 215, View in Reaxys; Patent; Hoering; DE174496; Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 8; p. 1273, View in Reaxys; Paolini; Gazzetta Chimica Italiana; vol. 42 I; (1912); p. 36; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 20 I; (1911); p. 945, View in Reaxys; Mosettig; Chemische Berichte; vol. 61; (1928); p. 1392,1394; Chemische Berichte; vol. 62; (1929); p. 1276, View in Reaxys; Mosettig; Jovanovic; Monatshefte fuer Chemie; vol. 53/54; (1929); p. 435, View in Reaxys; Mannich; Schmitt; Archiv der Pharmazie (Weinheim, Germany); vol. 266; (1928); p. 80, View in Reaxys; Tiffeneau; Levy; Bulletin de la Societe Chimique de France; vol. <4> 49; (1931); p. 1738,1746, View in Reaxys; Sugawara; Nippon Nogei Kagaku Kaishi; vol. 33; (1959); p. 648,650; Chem. Zentralbl.; vol. 134; (1963); p. 20767, View in Reaxys; Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie (Leipzig); vol. <A> 168; (1934); p. 81,104, View in Reaxys; Mosettig; Czadek; Monatshefte fuer Chemie; vol. 57; (1931); p. 291,301, View in Reaxys; Lieberman; Journal of the American Chemical Society; vol. 77; (1955); p. 1114, View in Reaxys; Kawazu; Yakugaku Zasshi; vol. 79; (1959); p. 1335,1337; Chem.Abstr.; (1960); p. 4475, View in Reaxys; Pailer; Monatshefte fuer Chemie; vol. 77; (1947); p. 45,51, View in Reaxys; Fujisawa; Yakugaku Zasshi; vol. 79; (1959); p. 775; Chem.Abstr.; (1959); p. 21950, View in Reaxys; Campbell; Stevens; Journal of the Chemical Society; (1956); p. 959,960, View in Reaxys; Elks; Hey; Journal of the Chemical Society; (1943); p. 15, View in Reaxys; Patent; Sulphite Prod. Corp.; US2644822; (1953), View in Reaxys; Mannich; Jacobsohn; Chemische Berichte; vol. 43; (1910); p. 193, View in Reaxys; Fujisawa; Deguchi; Yakugaku Zasshi; vol. 74; (1954); p.

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p. 2805,2810, 2813, View in Reaxys; Meerwein; Burneleit; Chemische Berichte; vol. 61; (1928); p. 1845, View in Reaxys; Smidt et al.; Angewandte Chemie; vol. 71; (1959); p. 176,180,182; Angewandte Chemie; vol. 74; (1962); p. 93, View in Reaxys; Behal; Tiffeneau; Bulletin de la Societe Chimique de France; vol. <4> 3; (1908); p. 730; Bulletin de la Societe Chimique de France; vol. <4> 7; (1910); p. 332, View in Reaxys; Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie (Leipzig); vol. <A> 167; (1934); p. 407,414, 415; Zeitschrift fuer Physikalische Chemie (Leipzig); vol. <A> 168; (1934); p. 81,101, 102, View in Reaxys; Angeli; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 21 I; (1912); p. 623; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 22 I; (1913); p. 851, View in Reaxys; Angeli; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 20 II; (1911); p. 447;21 I,622;22 I,851, View in Reaxys; Balbiano; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 20 II; (1911); p. 248;21 I,390;22 I, 576, View in Reaxys; Buth; Kuelz; Rosenmund; Chemische Berichte; vol. 72; (1939); p. 19,28, View in Reaxys; Pearl; Beyer; Journal of Organic Chemistry; vol. 16; (1951); p. 216,217, 220, View in Reaxys; Koyama et al.; Yakugaku Zasshi; vol. 90; (1970); p. 11,13; Chem.Abstr.; vol. 72; nb. 90225; (1970), View in Reaxys; Patent; Lakeside Labor.; US3000903; (1959); Chem.Abstr.; vol. 56; nb. 1393; (1962), View in Reaxys; Adjangba; Billet; Bulletin de la Societe Chimique de France; (1962); p. 1973, View in Reaxys; Mori; Nippon Kagaku Zasshi; vol. 81; (1960); p. 464,465-469; Chem.Abstr.; vol. 55; nb. 5358; (1961), View in Reaxys; Pandey, G.; Krishna, A.; Bhalerao, U.T.; Tetrahedron Letters; vol. 30; nb. 14; (1989); p. 1867 - 1870, View in Reaxys; Rao, Koppaka V.; Alvarez, Francisco M.; Tetrahedron Letters; vol. 24; nb. 45; (1983); p. 4947 - 4950, View in Reaxys; Maruoka, Keiji; Nagahara, Shigeru; Ooi, Takashi; Yamamoto, Hisashi; Tetrahedron Letters; vol. 30; nb. 41; (1989); p. 5607 - 5610, View in Reaxys; Uneyama, Kenji; Isimura, Akihiro; Fujii, Kazuyuki; Torii, Sigeru; Tetrahedron Letters; vol. 24; nb. 28; (1983); p. 2857 - 2860, View in Reaxys; Smidrkal, Jan; Holubek, Jiri; Slanger, Jiri; Trojanek, Jan; Collection of Czechoslovak Chemical Communications; vol. 50; nb. 4; (1985); p. 861 - 868, View in Reaxys; Bhide, Bhaskar H.; Shah, Kashmira K.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 19; nb. 1; (1980); p. 9 - 12, View in Reaxys; Torii, Sigeru; Uneyama, Kenji; Ueda, Kyoji; Journal of Organic Chemistry; vol. 49; nb. 10; (1984); p. 1830 - 1832, View in Reaxys; Shono, Tatsuya; Hamaguchi, Hiroshi; Mikami, Hiroshi; Nogusa, Hideo; Kashimura, Shigenori; Journal of Organic Chemistry; vol. 48; nb. 12; (1983); p. 2103 - 2105, View in Reaxys; Napolitano, Elio; Morsani, Massimo; Fiaschi, Rita; Gazzetta Chimica Italiana; vol. 121; nb. 5; (1991); p. 249 - 255, View in Reaxys; Fukuto; Kumagai; Cho; Journal of Medicinal Chemistry; vol. 34; nb. 9; (1991); p. 2871 - 2876, View in Reaxys; Maruoka, Keiji; Ooi, Takashi; Nagahara, Shigeru; Yamamoto, Hisashi; Tetrahedron; vol. 47; nb.

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