Reaxys
PubChem
eMolecules
Reactions (79)
Substances (1)
Structure
Citations (41)
Structure/Compound Data Chemical Name: 1-cyclohexylidene-2-propanone Reaxys Registry Number: 2324809
CAS Registry Number: 874-68-0 Type of Substance: isocyclic Molecular Formula: C9H14O Linear Structure Formula: C9H14O Molecular Weight: 138.21 InChI Key: KVSOBMXTKPYCSG-UHFFFAOYSA-N
1
N° of preparations All Preps | All Reactions
Available Data
N° of ref.
36 prep out of 79 reactions.
Identification Physical Data (22) Spectra (13)
41
Synthesize | Hide Details Find similar Chemical Names and Synonyms 1-cyclohexylidene-2-propanone, 1-Cyclohexylidenepropan-2-one, 1-cyclohexylidene-propan-2-one, Cyclohexyliden-2-propanon Identification Substance Label (6) Label
Reference
10f
Semba, Kazuhiko; Fujihara, Tetsuaki; Terao, Jun; Tsuji, Yasushi
Angewandte Chemie - International Edition, 2013 , vol. 52, # 47 p. 12400 - 12403 Angew. Chem., 2013 , vol. 125, # 47 p. 12626 - 12629,4 Title/Abstract Full Text View citing articles Show Details
11
Oshita, Masayuki; Yamashita, Kohei; Tobisu, Mamoru; Chatani, Naoto
Journal of the American Chemical Society, 2005 , vol. 127, # 2 p. 761 - 766 Title/Abstract Full Text View citing articles Show Details
ketone 3
North Carolina State University
Patent: US6765092 B2, 2004 ; Title/Abstract Full Text Show Details
7
Taniguchi, Masahiko; Holten, Dewey; Lindsey, Jonathan S.; Kim, Han-Je; Ra, Doyoung; Schwartz, Jennifer K.; Kirmaier, Christine; Hindin, Eve; Diers, James R.; Prathapan, Sreedharan; Bocian, David F.
Journal of Organic Chemistry, 2002 , vol. 67, # 21 p. 7329 - 7342 Title/Abstract Full Text View citing articles Show Details
4a
Nakano, Yasushi; Sakaguchi, Satoshi; Ishii, Yasutaka
Tetrahedron Letters, 2000 , vol. 41, # 10 p. 1565 - 1569 Title/Abstract Full Text View citing articles Show Details
14
Mueller, Paul; Maitrejean, Esther
Collection of Czechoslovak Chemical Communications, 1999 , vol. 64, # 11 p. 1807 - 1826 Title/Abstract Full Text View citing articles Show Details
Related Structure (1) Reference Sturtz,G.
Bulletin de la Societe Chimique de France, 1964 , p. 2349 - 2357 Full Text View citing articles Show Details
Svata; Prochazka
Collection of Czechoslovak Chemical Communications, 1975 , vol. 40, p. 2315,2316 Full Text Show Details
Derivative (1) Comment (Derivative)
Reference
Semicarbazon C10H17N3O (F: 142grad): S.2355
Sturtz,G.
Bulletin de la Societe Chimique de France, 1964 , p. 2349 - 2357 Full Text View citing articles Show Details
Physical Data Boiling Point (7) Boiling Point
Pressure (Boiling Point)
Reference
86 °C
11 Torr
Chuit,C. et al.
Tetrahedron, 1979 , vol. 35, p. 2645 - 2653 Full Text View citing articles Show Details
87 - 89 °C
20 Torr
Elguero et al.
Bulletin de la Societe Chimique de France, 1968 , p. 2506 Full Text Show Details
83 - 84 °C
12 Torr
Sturtz,G.
Bulletin de la Societe Chimique de France, 1964 , p. 2349 - 2357 Full Text View citing articles Show Details
Kon; Linstead
Journal of the Chemical Society, 1929 , p. 1275,1277 Full Text Show Details
83 °C
12 Torr
Normant,H.; Sturtz,G.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1963 , vol. 256, p. 1800 - 1803 Full Text View citing articles Show Details
80 °C
9 Torr
Linstead; Noble
Journal of the Chemical Society, 1934 , p. 617 Full Text Show Details
95 °C
17 Torr
Dickins; Hugh; Kon
Journal of the Chemical Society, 1928 , p. 1635 Full Text Show Details
Vogel
Journal of the Chemical Society, 1933 , p. 1028,1029 Full Text Show Details
83 °C
9 Torr
Kon
Journal of the Chemical Society, 1930 , p. 1616
Full Text Show Details
Refractive Index (7) Refractive Index
Wavelength (Refractive Index)
Temperature (Refractive Index)
1.49
589 nm
20 °C
Chuit,C. et al.
Tetrahedron, 1979 , vol. 35, p. 2645 - 2653 Full Text View citing articles Show Details
1.4805
589 nm
20 °C
Sturtz,G.
Bulletin de la Societe Chimique de France, 1964 , p. 2349 - 2357 Full Text View citing articles Show Details
Normant,H.; Sturtz,G.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1963 , vol. 256, p. 1800 - 1803 Full Text View citing articles Show Details
1.4912
589 nm
20 °C
Linstead; Noble
Journal of the Chemical Society, 1934 , p. 617 Full Text Show Details
1.4892
589 nm
17.3 °C
Vogel
Journal of the Chemical Society, 1933 , p. 1028,1029 Full Text Show Details
1.4922
589 nm
19.5 °C
Kon
Journal of the Chemical Society, 1930 , p. 1616 Full Text Show Details
1.4922
589 nm
15.6 °C
Kon; Linstead
Journal of the Chemical Society, 1929 , p. 1275,1277 Full Text Show Details
1.4892
589 nm
17.8 °C
Dickins; Hugh; Kon
Journal of the Chemical Society, 1928 , p. 1635 Full Text Show Details
Reference
Density (6) Density
Reference Temperature
Measurement Temperature
0.945 g·cm-3
4 °C
20 °C
Sturtz,G.
Bulletin de la Societe Chimique de France, 1964 , p. 2349 - 2357 Full Text View citing articles Show Details
Normant,H.; Sturtz,G.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1963 , vol. 256, p. 1800 - 1803 Full Text View citing articles Show Details
0.9514 g·cm-3
4 °C
20 °C
Linstead; Noble
Journal of the Chemical Society, 1934 , p. 617 Full Text Show Details
0.9467 g·cm-3
4 °C
17.3 °C
Vogel
Journal of the Chemical Society, 1933 , p. 1028,1029 Full Text Show Details
0.9459 g·cm-3
4 °C
19.5 °C
Kon
Journal of the Chemical Society, 1930 , p. 1616 Full Text Show Details
0.9519 g·cm-3
4 °C
15.6 °C
Kon; Linstead
Journal of the Chemical Society, 1929 , p. 1275,1277 Full Text Show Details
0.9467 g·cm-3
4 °C
17.8 °C
Dickins; Hugh; Kon
Journal of the Chemical Society, 1928 , p. 1635 Full Text Show Details
Liquid/Liquid Systems (MCS) (2)
Reference
Description (Liquid/Liquid Systems (MCS))
Solvent (Liquid/Liquid Systems (MCS))
Temperature (Liquid/Liquid Systems (MCS))
Distribution between solvent 1 + 2
cyclohexane methanol
20 °C
Linstead; Noble
Journal of the Chemical Society, 1934 , p. 617 Full Text Show Details
Distribution between solvent 1 + 2
cyclohexane
20 °C
Linstead; Noble
Journal of the Chemical Society, 1934 , p. 617 Full Text Show Details
Reference
Spectra NMR Spectroscopy (7) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
Chemical shifts Spectrum
1H
chloroform-d1
400 MHz
supporting information
Lu, Biao; Li, Chaoqun; Zhang, Liming
Journal of the American Chemical Society, 2010 , vol. 132, # 40 p. 14070 - 14072 Title/Abstract Full Text View citing articles Show Details
Semba, Kazuhiko; Fujihara, Tetsuaki; Terao, Jun; Tsuji, Yasushi
Angewandte Chemie - International Edition, 2013 , vol. 52, # 47 p. 12400 - 12403 Angew. Chem., 2013 , vol. 125, # 47 p. 12626 12629,4 Title/Abstract Full Text View citing articles Show Details
Chemical shifts Spectrum
13C
chloroform-d1
100 MHz
supporting information
Semba, Kazuhiko; Fujihara, Tetsuaki; Terao, Jun; Tsuji, Yasushi
Angewandte Chemie - International Edition, 2013 , vol. 52, # 47 p. 12400 - 12403 Angew. Chem., 2013 , vol. 125, # 47 p. 12626 12629,4 Title/Abstract Full Text View citing articles Show Details
Chemical shifts Spectrum
13C
chloroform-d1
125 MHz
supporting information
Lu, Biao; Li, Chaoqun; Zhang, Liming
Journal of the American Chemical Society, 2010 , vol. 132, # 40 p. 14070 - 14072 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
1H
CDCl3
200 MHz
Chemical shifts
1H
CDCl3
Spin-spin coupling constants
Chemical shifts
CDCl3
1H
Location
Comment (NMR Spectroscopy)
Reference
Mueller, Paul; Maitrejean, Esther
Collection of Czechoslovak Chemical Communications, 1999 , vol. 64, # 11 p. 1807 1826 Title/Abstract Full Text View citing articles Show Details
Fukuda, Yukitoshi; Utimoto, Kiitiro
Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 6 p. 2013 - 2015 Title/Abstract Full Text Show Details
Ahra, M.; Grignon-Dubois, M.
Bulletin de la Societe Chimique de France, 1985 , # 5 p. 820 - 824 Title/Abstract Full Text Show Details
1H-1H
Fukuda, Yukitoshi; Utimoto, Kiitiro
Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 6 p. 2013 - 2015 Title/Abstract Full Text Show Details
Chuit,C. et al.
Tetrahedron, 1979 , vol. 35, p. 2645 - 2653 Full Text View citing articles Show Details
Olsson,L.-I. et al.
Acta Chemica Scandinavica (1947-1973), 1973 , vol. 27, p. 1629 - 1636 Full Text View citing articles Show Details
Yoshioka,T. et al.
Bulletin of the Chemical Society of Japan, 1972 , vol. 45, p. 636 - 638
Full Text View citing articles Show Details
Leandri,G. et al.
Bulletin de la Societe Chimique de France, 1974 , p. 1919 - 1923 Full Text View citing articles Show Details
Laguerre, Michel; Grignon-Dubois, Micheline; Dunogues, Jacques
Tetrahedron, 1981 , vol. 37, p. 1161 - 1169 Title/Abstract Full Text View citing articles Show Details
IR Spectroscopy (4) Description (IR Spectroscopy)
Solvent (IR Spectroscopy)
Comment (IR Spectroscopy)
Bands
neat (no solvent)
3000 - 960 cm**(-1)
Fukuda, Yukitoshi; Utimoto, Kiitiro
Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 6 p. 2013 2015 Title/Abstract Full Text Show Details
Bands
1690 - 1630 cm**(-1)
Ahra, M.; Grignon-Dubois, M.
Bulletin de la Societe Chimique de France, 1985 , # 5 p. 820 - 824 Title/Abstract Full Text Show Details
Bands
1675 - 1620 cm**(-1)
Laguerre, Michel; Grignon-Dubois, Micheline; Dunogues, Jacques
Tetrahedron, 1981 , vol. 37, p. 1161 - 1169 Title/Abstract Full Text View citing articles Show Details
Reference
Chuit,C. et al.
Tetrahedron, 1979 , vol. 35, p. 2645 - 2653 Full Text View citing articles Show Details
Olsson,L.-I. et al.
Acta Chemica Scandinavica (1947-1973), 1973 , vol. 27, p. 1629 - 1636 Full Text View citing articles Show Details
Leandri,G. et al.
Bulletin de la Societe Chimique de France, 1974 , p. 1919 - 1923 Full Text View citing articles Show Details
Bands
Mass Spectrometry (2) Description (Mass Spectrometry)
Location
Reference
electrospray ionisation (ESI) high resolution mass spectrometry (HRMS) spectrum
supporting information
Semba, Kazuhiko; Fujihara, Tetsuaki; Terao, Jun; Tsuji, Yasushi
Angewandte Chemie - International Edition, 2013 , vol. 52, # 47 p. 12400 - 12403 Angew. Chem., 2013 , vol. 125, # 47 p. 12626 - 12629,4 Title/Abstract Full Text View citing articles Show Details
spectrum
Olsson,L.-I. et al.
Acta Chemica Scandinavica (1947-1973), 1973 , vol. 27, p. 1629 - 1636 Full Text View citing articles Show Details