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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Gas 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
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -1.03 ± 0.23 | kcal/mol | Ccr | Steele, Chirico, et al., 1996 | ALS |
ΔfH°gas | -1.1 | kcal/mol | N/A | Good and Smith, 1969 | Value computed using ΔfHliquid° value of -38.2±0.6 kj/mol from Good and Smith, 1969 and ΔvapH° value of 33.5 kj/mol from Steele, Chirico, et al., 1996.; DRB |
ΔfH°gas | -1.3 | kcal/mol | N/A | Labbauf and Rossini, 1961 | Value computed using ΔfHliquid° value of -38.8±0.6 kj/mol from Labbauf and Rossini, 1961 and ΔvapH° value of 33.5 kj/mol from Steele, Chirico, et al., 1996.; DRB |
ΔfH°gas | -1.7 | kcal/mol | N/A | Epstein, Pitzer, et al., 1949 | Value computed using ΔfHliquid° value of -40.6±0.8 kj/mol from Epstein, Pitzer, et al., 1949 and ΔvapH° value of 33.5 kj/mol from Steele, Chirico, et al., 1996.; DRB |
Quantity | Value | Units | Method | Reference | Comment |
S°gas | 74.199 | cal/mol*K | N/A | Beckett C.W., 1948 | GT |
Constant pressure heat capacity of gas
Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
8.394 | 50. | Dorofeeva O.V., 1986 | Recommended S(298.15 K) value agrees well with experimental one [ Beckett C.W., 1948], however calculated Cp(T) values are about 5 J/mol*K lower than those obtained from experimental measurements [ Montgomery J.B., 1942]. To fit calculated Cp(T) values to experiment, [ Beckett C.W., 1948] suggested existence of stable half-boat conformation. This suggestion was found to be incorrect later. [ Dorofeeva O.V., 1986] used more reliable data on molecular structure and their S(T) and Cp(T) values are in good agreement with results of detail force-field calculations [ Lenz T.G., 1990].; GT |
10.29 | 100. | ||
12.85 | 150. | ||
16.10 | 200. | ||
22.02 | 273.15 | ||
24.25 ± 0.72 | 298.15 | ||
24.417 | 300. | ||
33.389 | 400. | ||
41.413 | 500. | ||
48.145 | 600. | ||
53.755 | 700. | ||
58.473 | 800. | ||
62.471 | 900. | ||
65.877 | 1000. | ||
68.793 | 1100. | ||
71.293 | 1200. | ||
73.444 | 1300. | ||
75.301 | 1400. | ||
76.907 | 1500. |
Constant pressure heat capacity of gas
Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
31.900 | 370. | Montgomery J.B., 1942 | GT |
33.800 | 390. | ||
35.500 | 410. |
References
Go To: Top, Gas 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]
Beckett C.W., 1948
Beckett C.W.,
The thermodynamic properties and molecular structure of cyclopentene and cyclohexene,
J. Am. Chem. Soc., 1948, 70, 4227-4230. [all data]
Dorofeeva O.V., 1986
Dorofeeva O.V.,
Thermodynamic properties of twenty-one monocyclic hydrocarbons,
J. Phys. Chem. Ref. Data, 1986, 15, 437-464. [all data]
Montgomery J.B., 1942
Montgomery J.B.,
The heat capacity of organic vapors. IV. Benzene, fluorobenzene, toluene, cyclohexane, methylcyclohexane and cyclohexene,
J. Am. Chem. Soc., 1942, 64, 2375-2377. [all data]
Lenz T.G., 1990
Lenz T.G.,
Force field calculation of equilibrium thermodynamic properties: Diels-Alder reaction of 1,3-butadiene and ethylene and Diels-Alder dimerization of 1,3-butadiene,
J. Comput. Chem., 1990, 11, 351-360. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas S°gas Entropy of gas at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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