Cyclohexene
- Formula: C6H10
- Molecular weight: 82.1436
- IUPAC Standard InChIKey: HGCIXCUEYOPUTN-UHFFFAOYSA-N
- CAS Registry Number: 110-83-8
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Benzene tetrahydride; Benzene, tetrahydro-; Cyclohex-1-ene; Tetrahydrobenzene; 1,2,3,4-Tetrahydrobenzene; Cykloheksen; Hexanaphthylene; UN 2256; 1-Cyclohexene; NSC 24835
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Condensed phase thermochemistry data
Go To: Top, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -37.8 ± 8.2 | kJ/mol | Ccr | Steele, Chirico, et al., 1996 | ALS |
ΔfH°liquid | -38.2 ± 0.59 | kJ/mol | Ccb | Good and Smith, 1969 | ALS |
ΔfH°liquid | -38.8 ± 0.59 | kJ/mol | Ccb | Labbauf and Rossini, 1961 | ALS |
ΔfH°liquid | -40.6 ± 0.79 | kJ/mol | Ccb | Epstein, Pitzer, et al., 1949 | Unpublished results; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -3752.39 ± 0.49 | kJ/mol | Ccr | Steele, Chirico, et al., 1996 | Corresponding ΔfHºliquid = -37.82 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -3752.0 ± 0.50 | kJ/mol | Ccb | Good and Smith, 1969 | Corresponding ΔfHºliquid = -38.2 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -3751.5 ± 0.50 | kJ/mol | Ccb | Labbauf and Rossini, 1961 | Corresponding ΔfHºliquid = -38.7 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -3761. | kJ/mol | Ccb | Konovalon, 1926 | Heat of combustion at 15°C; Corresponding ΔfHºliquid = -30. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 214.60 | J/mol*K | N/A | Haida, Suga, et al., 1977 | DH |
S°liquid | 216.19 | J/mol*K | N/A | Huffman, Eaton, et al., 1948 | DH |
S°liquid | 216.7 | J/mol*K | N/A | Parks and Huffman, 1930 | Extrapolation below 90 K, 49.20 J/mol*K.; DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
148.8 | 298.15 | Steele, Chirico, et al., 1993 | DH |
152.90 | 298.12 | Kalinowska and Woycicki, 1988 | T = 183 to 298 K. Unsmoothed experimental datum.; DH |
148.35 | 298.15 | Haida, Suga, et al., 1977 | T = 15 to 293 K.; DH |
149.16 | 298.15 | Huffman, Eaton, et al., 1948 | T = 12 to 300 K.; DH |
145.6 | 293.2 | Parks and Huffman, 1930 | T = 92 to 293 K. Value is unsmoothed experimental datum.; DH |
References
Go To: Top, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Steele, Chirico, et al., 1996
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Smith, N.K.; Tasker, I.R.,
Thermodynamic properties and ideal-gas enthalpies of formation for cyclohexene, phthalan (2,5-dihydrobenzo-3,4-furan), isoxazole, octylamine, dioctylamine, trioctylamine, phenyl isocyanate, and 1,4,5,6-tetrahydropyrimidine,
J. Chem. Eng. Data, 1996, 41, 1269-1284. [all data]
Good and Smith, 1969
Good, W.D.; Smith, N.K.,
Enthalpies of combustion of toluene, benzene, cyclohexane, cyclohexene, methylcyclopentane, 1-methylcyclopentene, and n-hexane,
J. Chem. Eng. Data, 1969, 14, 102-106. [all data]
Labbauf and Rossini, 1961
Labbauf, A.; Rossini, F.D.,
Heats of combustion, formation, and hydrogenation of 14 selected cyclomonoolefin hydrocarbons,
J. Phys. Chem., 1961, 65, 476-480. [all data]
Epstein, Pitzer, et al., 1949
Epstein, M.B.; Pitzer, K.S.; Rossini, F.D.,
Heats, equilibrium constants, and free energies of formation of cyclopentene and cyclohexene,
J. Res. NBS, 1949, 42, 379-382. [all data]
Konovalon, 1926
Konovalon, D.-P.,
Sur Les Chaleurs de Combustion de Quelques hydrocarbures cycliques,
J. Chim. Phys., 1926, 23, 359-362. [all data]
Haida, Suga, et al., 1977
Haida, O.; Suga, H.; Seki, S.,
Calorimetric study of the glassy state. XI. Plural glass-transition phenomena of cyclohexene,
Bull. Chem. Soc. Japan, 1977, 50, 802-809. [all data]
Huffman, Eaton, et al., 1948
Huffman, H.M.; Eaton, M.; Oliver, G.D.,
The heat capacities, heats of transition, heats of fusion and entropies of cyclopentene and cyclohexene,
J. Am. Chem. Soc., 1948, 70, 2911-2914. [all data]
Parks and Huffman, 1930
Parks, G.S.; Huffman, H.M.,
Thermal data on organic compounds. IX. A study of the effect of unsaturation on the heat capacities, entropies and free energies of some hydrocarbons and other compounds,
J. Am. Chem. Soc., 1930, 52, 4381-4391. [all data]
Steele, Chirico, et al., 1993
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Tasker, I.R.,
Determination of ideal gas enthalpies of formation for key compounds the 1991 project results,
DIPPR Project, 1993, 871, NIPER-716. [all data]
Kalinowska and Woycicki, 1988
Kalinowska, B.; Woycicki, W.,
Heat capacities and excess heat capacities of (an alkanol + an unsaturated hydrocarbon). II. (Propan-1-ol + cyclohexene),
J. Chem. Thermodynam., 1988, 20, 1131-1135. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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