Reaxys
PubChem
eMolecules
Reactions (199)
Substances (1)
Citations (172)
Structure
Structure/Compound Data Chemical Name: allylcyclohexane Reaxys Registry Number: 2037346
CAS Registry Number: 2114-42-3 Type of Substance: isocyclic Molecular Formula: C9H16
Linear Structure Formula: C6H11CH2CHCH2
Molecular Weight: 124.226 InChI Key: KVOZXXSUSRZIKD-UHFFFAOYSA-N
1
N° of preparations All Preps | All Reactions
Available Data
N° of ref.
41 prep out of 199 reactions.
Identification Physical Data (54) Spectra (13)
172
Synthesize | Hide Details Find similar Chemical Names and Synonyms allylcyclohexane, 3-cyclohexyl-1-propene, cyclohexylpropyl-1-ene, 2-propenylcyclohexane, allyl cyclohexane, allylcyclohexene, allyl-cyclohexane Identification Substance Label (35) Label
Reference
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2d
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5g
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17c
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7e
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2r
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2k
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6c
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Massachusetts Institute of Technology
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3c
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1h
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1w
Zhang, Guoying; Gao, Bao; Huang, Hanmin
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6a
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Label
Reference
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2m
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1a
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1k
MacNair, Alistair J.; Tran, Ming-Ming; Nelson, Jennifer E.; Sloan, G. Usherwood; Ironmonger, Alan; Thomas, Stephen P.
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2a
Zhang, Fengzhi; Das, Shoubhik; Walkinshaw, Andrew J.; Casitas, Alicia; Taylor, Michael; Suero, Marcos G.; Gaunt, Matthew J.
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2c
Huang, Zhongyan; Xu, Jiaxi
Tetrahedron, 2013 , vol. 69, # 3 p. 1050 - 1056 Title/Abstract Full Text View citing articles Show Details
5j
Hassner, Alfred; Bandi, Chennakesava Reddy
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4a
Cheng, Chen; Simmons, Eric M.; Hartwig, John F.
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1n
Bronner, Sarah M.; Grubbs, Robert H.
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O6,2
Bao, Hongli; Tambar, Uttam K.
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3
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8d
Ouchi, Akihiko; Liu, Suyou; Li, Zhong; Kumar, S. Ajaya; Suzuki, Toshiaki; Hyugano, Takeshi; Kitahara, Haruo
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substrate 5
Horiuchi, C. Akira; Itoh, Ken-ichi; Nakazato, Noriko; Iwai, Hideo; Utsukihara, Takamitsu; Chai, Wen
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Itoh, Ken-Ichi; Sakamaki, Hiroshi; Nakazato, Noriko; Horiuchi, Atsuo; Horn, Ernst; Horiuchi, C. Akira
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8
Anderson, James C.; Flaherty, Alice
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Patent-Specific Data (4) Related Markush Structure (RN)
Location in Patent Page/Page column
Reference Taisho Pharmaceutical Co., Ltd.; BUSUJIMA, Tsuyoshi; OI, Takahiro; TANAKA, Hiroaki; SHIRASAKI, Yoshihisa; IWAKIRI, Kanako; SATO, Nagaaki; TOKITA, Shigeru
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Massachusetts Institute of Technology
Patent: US2011/77421 A1, 2011 ;
21293032
Title/Abstract Full Text Show Details
Horiuchi, C. Akira; Itoh, Ken-ichi; Nakazato, Noriko; Iwai, Hideo; Utsukihara, Takamitsu; Chai, Wen
Patent: US2006/247288 A1, 2006 ;
11336047
Title/Abstract Full Text Show Details
Claim
University of Victoria
Patent: US4950798 A1, 1990 ; Title/Abstract Full Text Show Details
Derivative (2) Comment (Derivative)
Reference
Komplex mit Tetracyanoaethylen: Absorptionsmax.
Bauer
Analytical Chemistry, 1963 , vol. 35, p. 107,108 Full Text Show Details
Tetracyanaethylen-Komplex: spektrophotometrische Bestimmung
Bauer
Analytical Chemistry, 1963 , vol. 35, p. 107,108 Full Text Show Details
Physical Data Boiling Point (18) Boiling Point
Pressure (Boiling Point)
Reference
50 - 51 °C
17 Torr
Djadchenko, Marina A.; Pivnitsky, Kasimir K.; Spanig, Jorg; Schick, Hans
Journal of Organometallic Chemistry, 1991 , vol. 401, # 1.2 p. 1 - 11 Title/Abstract Full Text View citing articles Show Details
80 - 81 °C
60 Torr
Brown, Herbert C.; Rangaishenvi, Milind V.
Tetrahedron Letters, 1990 , vol. 31, # 45 p. 7115 - 7118 Title/Abstract Full Text View citing articles Show Details
78 °C
7.5 Torr
Kuchar, Miroslav; Brunova, Bohumila; Grimova, Jaroslava; Vanecek, Stanislav; Holubek, Jiri
Collection of Czechoslovak Chemical Communications, 1986 , vol. 51, # 12 p. 2896 - 2908 Title/Abstract Full Text Show Details
71 °C
65 Torr
Villieras, J.; Rambaud, M.; Kirschleger, B.; Tarhouni, R.
Bulletin de la Societe Chimique de France, 1985 , # 5 p. 837 - 843 Title/Abstract Full Text Show Details
57 - 58 °C
20 Torr
Dzhemilev, U. M.; Ibragimov, A. G.; Minsker, D. L.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1984 , vol. 33, p. 625 - 627 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1984 , # 3 p. 675 - 677 Title/Abstract Full Text View citing articles Show Details
57 - 58 °C
37 Torr
Schichmamedbekowa et al.
Azerbaidzhanskii Khimicheskii Zhurnal, 1975 , vol. 3, p. 28,32 Chem.Abstr., 1976 , vol. 84, # 89675 Full Text Show Details
75 - 76 °C
52 Torr
Beckwith,A.L.J.; Moad,G.
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1975 , p. 1726 - 1733 Full Text View citing articles Show Details
62 °C
30 Torr
Zweifel,G.; Horng,A.
Synthesis, 1973 , p. 672 - 674 Full Text View citing articles Show Details
46 °C
16 Torr
Pabiot; Pallaud
Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1970 , vol. 271, p. 150 Full Text Show Details
147 - 148 °C
760 Torr
Benkeser,R.A. et al.
Journal of the American Chemical Society, 1968 , vol. 90, p. 1871 - 1875 Full Text View citing articles Show Details
68.2 - 68.5 °C
50 Torr
Aso et al.
Kogyo Kagaku Zasshi, 1967 , vol. 70, p. 1001,1002, 1005 Full Text Show Details
149.5 - 151.5 °C
748 Torr
Freidlin,L.Kh. et al.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1967 , p. 1524 - 1528 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1967 , p. 1585 - 1590 Full Text View citing articles Show Details
Gelli et al.
Annali di Chimica (Rome, Italy), 1964 , vol. 54, p. 1143,1146 Full Text Show Details
150 - 151 °C
152 - 153 °C
757 Torr
Toptschiew et al.
Doklady Chemistry, 1962 , vol. 147, p. 1064 Doklady Akademii Nauk SSSR, 1962 , vol. 147, p. 857 Full Text Show Details
151.2 - 151.5 °C
757 Torr
Lewina; Mesenzowa; Akischin
Zhurnal Obshchei Khimii, 1953 , vol. 23, p. 562,565 Chem.Abstr., 1954 , p. 6970 Full Text Show Details
Bourguel
Bulletin de la Societe Chimique de France, 1927 , vol. <4> 41, p. 1476 Full Text Show Details
152 °C
150 - 151 °C
760 Torr
v. Braun; Deutsch; Schmatloch Chemische Berichte, 1912 , vol. 45, p. 1255 Full Text Show Details de Resseguier
Bulletin de la Societe Chimique de France, 1910 , vol. <4> 7, p. 433 Full Text Show Details
148 - 149 °C
Refractive Index (17) Refractive Index
Wavelength (Refractive Index)
Temperature (Refractive Index)
1.4789
589 nm
24 °C
Djadchenko, Marina A.; Pivnitsky, Kasimir K.; Spanig, Jorg; Schick, Hans
Journal of Organometallic Chemistry, 1991 , vol. 401, # 1.2 p. 1 - 11 Title/Abstract Full Text View citing articles Show Details
1.4486
589 nm
20 °C
Villieras, J.; Rambaud, M.; Kirschleger, B.; Tarhouni, R.
Bulletin de la Societe Chimique de France, 1985 , # 5 p. 837 - 843
Reference
Title/Abstract Full Text Show Details
1.4498
589 nm
20 °C
Dzhemilev, U. M.; Ibragimov, A. G.; Minsker, D. L.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1984 , vol. 33, p. 625 - 627 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1984 , # 3 p. 675 - 677 Title/Abstract Full Text View citing articles Show Details
1.4518
589 nm
20 °C
Schichmamedbekowa et al.
Azerbaidzhanskii Khimicheskii Zhurnal, 1975 , vol. 3, p. 28,32 Chem.Abstr., 1976 , vol. 84, # 89675 Full Text Show Details
1.4487
589 nm
25 °C
Beckwith,A.L.J.; Moad,G.
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (19721999), 1975 , p. 1726 - 1733 Full Text View citing articles Show Details
1.4482
589 nm
24 °C
Zweifel,G.; Horng,A.
Synthesis, 1973 , p. 672 - 674 Full Text View citing articles Show Details
1.452
589 nm
23 °C
Pabiot; Pallaud
Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1970 , vol. 271, p. 150 Full Text Show Details
1.4531
589 nm
20 °C
Benkeser,R.A. et al.
Journal of the American Chemical Society, 1968 , vol. 90, p. 1871 - 1875 Full Text View citing articles Show Details
1.4618
589 nm
25 °C
Benkeser,R.A. et al.
Journal of the American Chemical Society, 1968 , vol. 90, p. 1871 - 1875 Full Text View citing articles Show Details
1.4482
589 nm
25 °C
Aso et al.
Kogyo Kagaku Zasshi, 1967 , vol. 70, p. 1001,1002, 1005 Full Text Show Details
1.4515
589 nm
20 °C
Freidlin,L.Kh. et al.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1967 , p. 1524 - 1528 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1967 , p. 1585 - 1590 Full Text View citing articles Show Details
1.4522
589 nm
20 °C
Gelli et al.
Annali di Chimica (Rome, Italy), 1964 , vol. 54, p. 1143,1146 Full Text Show Details
1.451
589 nm
20 °C
Toptschiew et al.
Doklady Chemistry, 1962 , vol. 147, p. 1064 Doklady Akademii Nauk SSSR, 1962 , vol. 147, p. 857 Full Text Show Details
1.45
589 nm
20 °C
Lewina; Mesenzowa; Akischin
Zhurnal Obshchei Khimii, 1953 , vol. 23, p. 562,565 Chem.Abstr., 1954 , p. 6970 Full Text Show Details
1.449
589 nm
21 °C
Bourguel
Bulletin de la Societe Chimique de France, 1927 , vol. <4> 41, p. 1476 Full Text Show Details
1.452
589 nm
13 °C
Bourguel
Bulletin de la Societe Chimique de France, 1927 , vol. <4> 41, p. 1476 Full Text Show Details
1.4536
589 nm
13 °C
de Resseguier
Bulletin de la Societe Chimique de France, 1910 , vol. <4> 7, p. 433 Full Text Show Details
Density (8) Density
Reference Temperature
Measurement Temperature
Reference
0.816 g·cm-3
4 °C
20 °C
Schichmamedbekowa et al.
Azerbaidzhanskii Khimicheskii Zhurnal, 1975 , vol. 3, p. 28,32 Chem.Abstr., 1976 , vol. 84, # 89675 Full Text Show Details
0.8178 g·cm-3
4 °C
20 °C
Freidlin,L.Kh. et al.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1967 , p. 1524 - 1528 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1967 , p. 1585 - 1590 Full Text View citing articles Show Details
0.8206 g·cm-3
4 °C
20 °C
Toptschiew et al.
Doklady Chemistry, 1962 , vol. 147, p. 1064 Doklady Akademii Nauk SSSR, 1962 , vol. 147, p. 857 Full Text Show Details
0.8135 g·cm-3
4 °C
20 °C
Lewina; Mesenzowa; Akischin
Zhurnal Obshchei Khimii, 1953 , vol. 23, p. 562,565 Chem.Abstr., 1954 , p. 6970 Full Text Show Details
0.808 g·cm-3
21 °C
Bourguel
Bulletin de la Societe Chimique de France, 1927 , vol. <4> 41, p. 1476 Full Text Show Details
0.813 g·cm-3
13 °C
Bourguel
Bulletin de la Societe Chimique de France, 1927 , vol. <4> 41, p. 1476 Full Text Show Details
0.8196 g·cm-3
13 °C
de Resseguier
Bulletin de la Societe Chimique de France, 1910 , vol. <4> 7, p. 433 Full Text Show Details
0.8312 g·cm-3
0 °C
de Resseguier
Bulletin de la Societe Chimique de France, 1910 , vol. <4> 7, p. 433 Full Text Show Details
Adsorption (MCS) (1) Description (Adsorption (MCS))
Reference
Adsorption isotherm
Smirnowa et al.
Neftekhimiya, 1963 , vol. 3, p. 71 p. 592 Full Text Show Details
Enthalpy of Vaporization (1) Reference Fuchs; Peacock
Canadian Journal of Chemistry, 1979 , vol. 57, # 17 p. 2302 Full Text Show Details
Further Information (3) Description (Further Information)
Reference
Further information
Freidlin et al.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1966 , p. 1427 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1966 , p. 1481 Full Text Show Details
Further information
Bauer
Analytical Chemistry, 1963 , vol. 35, p. 107,108 Full Text Show Details
Further information
Toptschiew et al.
Neftekhimiya, 1963 , vol. 3, p. 184 Neftekhimiya, 1963 , vol. 3, p. 330 Full Text Show Details
Heat Capacity Cp (1)
Reference Fuchs; Peacock
Canadian Journal of Chemistry, 1979 , vol. 57, # 17 p. 2302 Full Text Show Details
Other Thermochemical Data (2) Description (Other Thermochemical Data)
Reference
Entropy
Tsang
Journal of Physical Chemistry, 1972 , vol. 76, p. 143,151 Full Text Show Details
Enthalpy
Tsang
Journal of Physical Chemistry, 1972 , vol. 76, p. 143,151 Full Text Show Details
Solution Behaviour (MCS) (3) Description (Solution Behaviour (MCS))
Partner (Solution Behaviour (MCS))
Solvent (Solution Behaviour (MCS))
Temperature (Solution Behaviour (MCS))
Miscibility
nitromethane
75 °C
Mulliken; Wakeman
Recueil des Travaux Chimiques des Pays-Bas, 1935 , vol. 54, p. 366,369 Industrial and Engineering Chemistry, Analytical Edition, 1935 , vol. 7, p. 276 Full Text Show Details
Miscibility
aniline
8 °C
Mulliken; Wakeman
Recueil des Travaux Chimiques des Pays-Bas, 1935 , vol. 54, p. 366,369 Industrial and Engineering Chemistry, Analytical Edition, 1935 , vol. 7, p. 276 Full Text Show Details
16 °C
Mulliken; Wakeman
Recueil des Travaux Chimiques des Pays-Bas, 1935 , vol. 54, p. 366,369 Industrial and Engineering Chemistry, Analytical Edition, 1935 , vol. 7, p. 276 Full Text Show Details
diethyl sulfate
Miscibility
Reference
Spectra NMR Spectroscopy (7) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Coupling Nuclei
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
Chemical shifts Spectrum
1H
1H
chloroform-d1
Chemical shifts Spectrum
13C
Chemical shifts Spectrum
Location
Reference
300 MHz
supporting information
Weber, Felicia; Schmidt, Anastasia; Röse, Philipp; Fischer, Michel; Burghaus, Olaf; Hilt, Gerhard
Organic Letters, 2015 , vol. 17, # 12 p. 2952 - 2955 Title/Abstract Full Text View citing articles Show Details
chloroform-d1
76 MHz
supporting information
Weber, Felicia; Schmidt, Anastasia; Röse, Philipp; Fischer, Michel; Burghaus, Olaf; Hilt, Gerhard
Organic Letters, 2015 , vol. 17, # 12 p. 2952 - 2955 Title/Abstract Full Text View citing articles Show Details
1H
chloroform-d1
300 MHz
supporting information
Qian, Xin; Auffrant, Audrey; Felouat, Abdellah; Gosmini, Corinne
Angewandte Chemie - International Edition, 2011 , vol. 50, # 44 p. 10402 - 10405 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
13C
chloroform-d1
75 MHz
supporting information
Qian, Xin; Auffrant, Audrey; Felouat, Abdellah; Gosmini, Corinne
Angewandte Chemie - International Edition, 2011 , vol. 50, # 44 p. 10402 - 10405 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
1H
CDCl3
Brown, Herbert C.; Rangaishenvi, Milind V.
Tetrahedron Letters, 1990 , vol. 31, # 45 p. 7115 - 7118 Title/Abstract Full Text View citing articles Show Details
Chemical shifts
Beckwith,A.L.J.; Moad,G.
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1975 , p. 1726 - 1733 Full Text View citing articles Show Details
1H
Cristol et al.
Journal of the American Chemical Society, 1973 , vol. 95, p. 7067,7068,7069,7072,7073 Full Text View citing articles Show Details
NMR
IR Spectroscopy (3) Description (IR Spectroscopy)
Solvent (IR Spectroscopy)
Comment (IR Spectroscopy)
neat (no solvent)
Reference Qian, Xin; Auffrant, Audrey; Felouat, Abdellah; Gosmini, Corinne
Angewandte Chemie - International Edition, 2011 , vol. 50, # 44 p. 10402 - 10405 Title/Abstract Full Text View citing articles Show Details
supporting information
Bands
Bands
Location
1638 - 910 cm**(-1)
Brown, Herbert C.; Rangaishenvi, Milind V.
Tetrahedron Letters, 1990 , vol. 31, # 45 p. 7115 - 7118 Title/Abstract Full Text View citing articles Show Details
Aso et al.
Kogyo Kagaku Zasshi, 1967 , vol. 70, p. 1001,1002, 1005 Full Text Show Details
Bands
Mass Spectrometry (2) Description (Mass Spectrometry)
Location
Reference
HRMS (High resolution mass spectrometry) EI (Electron impact)
supporting information
Qian, Xin; Auffrant, Audrey; Felouat, Abdellah; Gosmini, Corinne
Angewandte Chemie - International Edition, 2011 , vol. 50, # 44 p. 10402 - 10405 Title/Abstract Full Text View citing articles Show Details
Cristol et al.
Journal of the American Chemical Society, 1973 , vol. 95, p. 7067,7068,7069,7072,7073 Full Text View citing articles Show Details
Raman Spectroscopy (1) Description (Raman Spectroscopy)
Reference
Spectrum
Piaux
Annales de Chimie (Cachan, France), 1935 , vol. <11> 4, p. 147,183 Full Text Show Details
Lewina; Mesenzowa; Akischin
Zhurnal Obshchei Khimii, 1953 , vol. 23, p. 562,565 Chem.Abstr., 1954 , p. 6970 Full Text Show Details