2-(Diphenylmethyl)cyclohexanone [C19H20O]

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Reaxys ID 1984300 View in Reaxys

1/1 CAS Registry Number: 30614-39-2 Chemical Name: 2-(diphenylmethyl)cyclohexanone; 2-biphenylmethylcyclohexanone; 2-diphenylmethylcyclohexanone; 2-benzhydrylcyclohexan-1-one; 2-benzhydrylcyclohexanone; 2-benzhydryl-cyclohexanone; 2-Benzhydryl-cyclohexanon Linear Structure Formula: C19H20O Molecular Formula: C19H20O Molecular Weight: 264.367 Type of Substance: isocyclic InChI Key: QWIDEBUXIADHDY-UHFFFAOYSA-N Note:

O

Substance Label (9) Label References 6

Qiao, Yun X.; Theyssen, Nils; Eifert, Tobias; Liauw, Marcel A.; Franciò, Giancarlo; Schenk, Karolin; Leitner, Walter; Reetz, Manfred T.; Chemistry - A European Journal; vol. 23; nb. 16; (2017); p. 3898 - 3902, View in Reaxys

3ba

Tandiary, Michael Andreas; Asano, Masashi; Hattori, Taiki; Takehira, Satoshi; Masui, Yoichi; Onaka, Makoto; Tetrahedron Letters; vol. 58; nb. 20; (2017); p. 1925 - 1928, View in Reaxys

2p

Saito, Masato; Tsuji, Nobuya; Kobayashi, Yusuke; Takemoto, Yoshiji; Organic Letters; vol. 17; nb. 12; (2015); p. 3000 - 3003, View in Reaxys

3ai

Han, Fuzhong; Zhang, Xinxin; Hu, Minggang; Jia, Lina; Organic and Biomolecular Chemistry; vol. 13; nb. 47; (2015); p. 11466 - 11471, View in Reaxys

16b

Ohshima, Takashi; Ipposhi, Junji; Nakahara, Yasuhito; Shibuya, Ryozo; Mashima, Kazushi; Advanced Synthesis and Catalysis; vol. 354; nb. 13; (2012); p. 2447 - 2452, View in Reaxys

2f

Ozaki; Yoshinaga; Matsui; Adachi; Journal of Organic Chemistry; vol. 66; nb. 7; (2001); p. 2503 - 2505, View in Reaxys

29

Hwu, Chong-Chen; Yeh, Ming-Chang P.; Journal of the Chinese Chemical Society (Taipei, Taiwan); vol. 42; nb. 5; (1995); p. 825 - 832, View in Reaxys

VI

Bolesov,I.G. et al.; Zhurnal Organicheskoi Khimii; vol. 6; (1970); p. 2431 - 2434,2443 - 2445, View in Reaxys

XXVII

Miyano,K.; Taguchi,T.; Chemical and Pharmaceutical Bulletin; vol. 18; (1970); p. 1799 - 1805, View in Reaxys

Druglikeness (1) 1 of 1

LogP

4.148

H Bond Donors

0

H Bond Acceptors

1

Rotatable Bonds

3

TPSA

17.07

Lipinski Number

4

Veber Number

2

Derivative (2) Comment (Derivative)

References

2,4-DNPH: F: 180-181grad; IR

Bolesov,I.G. et al.; Zhurnal Organicheskoi Khimii; vol. 6; (1970); p. 2431 - 2434,2443 - 2445, View in Reaxys

2,4-dinitro-phenylhydrazone (mp: 202-204 degree )

Freeman; Journal of the American Chemical Society; vol. 80; (1958); p. 1926,1929, View in Reaxys

Melting Point (7) 1 of 7

Melting Point [°C]

104 - 105

Han, Fuzhong; Zhang, Xinxin; Hu, Minggang; Jia, Lina; Organic and Biomolecular Chemistry; vol. 13; nb. 47; (2015); p. 11466 - 11471, View in Reaxys 2 of 7

Melting Point [°C]

102 - 103

Location

supporting information

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Yang, Cui-Feng; Wang, Jian-Yong; Tian, Shi-Kai; Chemical Communications; vol. 47; nb. 29; (2011); p. 8343 - 8345, View in Reaxys 3 of 7

Melting Point [°C]

98 - 99

Ozaki; Yoshinaga; Matsui; Adachi; Journal of Organic Chemistry; vol. 66; nb. 7; (2001); p. 2503 - 2505, View in Reaxys 4 of 7

Melting Point [°C]

90 - 91

Bolesov,I.G. et al.; Zhurnal Organicheskoi Khimii; vol. 6; (1970); p. 2431 - 2434,2443 - 2445, View in Reaxys 5 of 7

Melting Point [°C]

101 - 104

Solvent (Melting Point)

ethanol

Miyano,K.; Taguchi,T.; Chemical and Pharmaceutical Bulletin; vol. 18; (1970); p. 1799 - 1805, View in Reaxys 6 of 7

Melting Point [°C]

105

Solvent (Melting Point)

benzene

Winthrop; Humber; Journal of Organic Chemistry; vol. 26; (1961); p. 2834, View in Reaxys 7 of 7

Melting Point [°C]

108 - 110

Solvent (Melting Point)

ethanol

Freeman; Journal of the American Chemical Society; vol. 80; (1958); p. 1926,1929, View in Reaxys Crystal Property Description (2) Colour & Other Location Properties

References

white

Han, Fuzhong; Zhang, Xinxin; Hu, Minggang; Jia, Lina; Organic and Biomolecular Chemistry; vol. 13; nb. 47; (2015); p. 11466 - 11471, View in Reaxys

white

supporting informa- Yang, Cui-Feng; Wang, Jian-Yong; Tian, Shi-Kai; Chemical Communications; vol. 47; nb. 29; tion (2011); p. 8343 - 8345, View in Reaxys

NMR Spectroscopy (10) 1 of 10

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Tandiary, Michael Andreas; Asano, Masashi; Hattori, Taiki; Takehira, Satoshi; Masui, Yoichi; Onaka, Makoto; Tetrahedron Letters; vol. 58; nb. 20; (2017); p. 1925 - 1928, View in Reaxys 2 of 10

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Tandiary, Michael Andreas; Asano, Masashi; Hattori, Taiki; Takehira, Satoshi; Masui, Yoichi; Onaka, Makoto; Tetrahedron Letters; vol. 58; nb. 20; (2017); p. 1925 - 1928, View in Reaxys 3 of 10

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

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Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Saito, Masato; Tsuji, Nobuya; Kobayashi, Yusuke; Takemoto, Yoshiji; Organic Letters; vol. 17; nb. 12; (2015); p. 3000 3003, View in Reaxys 4 of 10

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 600 scopy) [MHz] Location

supporting information

Han, Fuzhong; Zhang, Xinxin; Hu, Minggang; Jia, Lina; Organic and Biomolecular Chemistry; vol. 13; nb. 47; (2015); p. 11466 - 11471, View in Reaxys 5 of 10

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 151 scopy) [MHz] Location

supporting information

Han, Fuzhong; Zhang, Xinxin; Hu, Minggang; Jia, Lina; Organic and Biomolecular Chemistry; vol. 13; nb. 47; (2015); p. 11466 - 11471, View in Reaxys 6 of 10

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Yang, Cui-Feng; Wang, Jian-Yong; Tian, Shi-Kai; Chemical Communications; vol. 47; nb. 29; (2011); p. 8343 - 8345, View in Reaxys 7 of 10

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Yang, Cui-Feng; Wang, Jian-Yong; Tian, Shi-Kai; Chemical Communications; vol. 47; nb. 29; (2011); p. 8343 - 8345, View in Reaxys

Copyright © 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.

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8 of 10

Nucleus (NMR Spectroscopy)

1H

Coupling Nuclei

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 300 scopy) [MHz] Ozaki; Yoshinaga; Matsui; Adachi; Journal of Organic Chemistry; vol. 66; nb. 7; (2001); p. 2503 - 2505, View in Reaxys 9 of 10

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 300 scopy) [MHz] Ozaki; Yoshinaga; Matsui; Adachi; Journal of Organic Chemistry; vol. 66; nb. 7; (2001); p. 2503 - 2505, View in Reaxys 10 of 10

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 75.5 scopy) [MHz] Ozaki; Yoshinaga; Matsui; Adachi; Journal of Organic Chemistry; vol. 66; nb. 7; (2001); p. 2503 - 2505, View in Reaxys IR Spectroscopy (3) 1 of 3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

nujol

Ozaki; Yoshinaga; Matsui; Adachi; Journal of Organic Chemistry; vol. 66; nb. 7; (2001); p. 2503 - 2505, View in Reaxys 2 of 3

Description (IR Spectroscopy)

IR

Bolesov,I.G. et al.; Zhurnal Organicheskoi Khimii; vol. 6; (1970); p. 2431 - 2434,2443 - 2445, View in Reaxys 3 of 3

Description (IR Spectroscopy)

Bands

Winthrop; Humber; Journal of Organic Chemistry; vol. 26; (1961); p. 2834, View in Reaxys

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