Cyclohexene, 4-ethenyl-
- Formula: C8H12
- Molecular weight: 108.1809
- IUPAC Standard InChIKey: BBDKZWKEPDTENS-UHFFFAOYSA-N
- CAS Registry Number: 100-40-3
- 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: Cyclohexene, 4-vinyl-; 1-Vinyl-3-cyclohexene; 4-Vinyl-1-cyclohexene; 4-Vinylcyclohexene; 4-Ethenylcyclohexene; Vinylcyclohexene; Butadiene dimer; Cyclohexenylethylene; 4-Ethenyl-1-cyclohexene; 1,2,3,4-Tetrahydrostyrene; 1-Vinylcyclohexene-3; 4-Vinylcyclohexene-1; NCI-C54999; 1-Cyclohexene, 4-vinyl-; 1-Vinylcyclohex-3-ene; NSC 15760
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), 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
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 69.5 ± 1.5 | kJ/mol | Ccb | Kozina, Timofeeva, et al., 1972 | ALS |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
142.61 | 298.15 | Lenz T.G., 1990 | These values calculated by molecular mechanics method are in good agreement with estimation by a group additivity approach [ Dorofeeva O.V., 1997].; GT |
143.45 | 300. | ||
186.51 | 400. | ||
225.06 | 500. | ||
259.10 | 600. | ||
288.64 | 700. | ||
313.67 | 800. | ||
334.19 | 900. | ||
350.21 | 1000. |
Condensed phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | 29.7 ± 1.3 | kJ/mol | Ccb | Kozina, Timofeeva, et al., 1972 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -4889.8 | kJ/mol | Ccr | Rauh, Geyer, et al., 1973 | Corresponding ΔfHºliquid = 27. kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°liquid | -4892.9 ± 1.3 | kJ/mol | Ccb | Kozina, Timofeeva, et al., 1972 | Corresponding ΔfHºliquid = 29.8 kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
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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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 399.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 402.2 | K | N/A | Majer and Svoboda, 1985 | |
Tboil | 403.2 | K | N/A | Lebedev and Skawronskaja, 1911 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 39.61 | kJ/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 38.3 | kJ/mol | V | Rauh, Geyer, et al., 1973 | ALS |
ΔvapH° | 39.8 | kJ/mol | N/A | Kozina, Timofeeva, et al., 1972 | DRB |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
33.5 | 402.2 | N/A | Majer and Svoboda, 1985 | |
40.1 | 307. | A | Stephenson and Malanowski, 1987 | Based on data from 292. to 405. K.; AC |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References, Notes
Data compiled by: Coblentz Society, Inc.
- LIQUID (NEAT) $$ 99.7% PURE; PERKIN-ELMER 621 (GRATING); DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm-1 resolution
- SOLUTION (CCl4/CsBr FOR 4000-1335, CS2/CsI FOR 1335-623, CCl4/CsBr FOR 623-300 CM-1) $$ 99.7% PURE; PERKIN-ELMER 621 (GRATING); DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm-1 resolution
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Mass spectrum (electron ionization)
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW-1051 |
NIST MS number | 227540 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Kozina, Timofeeva, et al., 1972
Kozina, M.P.; Timofeeva, L.P.; Pimenova, S.M.; Aleshina, V.A.; Belikova, N.A.; Bobyleva, A.A.; Plate, A.F.,
Enthalpies of combustion and of formation of 4-vinylcyclohexene and of certain bicyclic compounds,
Russ. J. Phys. Chem. (Engl. Transl.), 1972, 46, 1689-1690. [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]
Dorofeeva O.V., 1997
Dorofeeva O.V.,
Unpublished results. Thermocenter of Russian Academy of Science, Moscow, 1997. [all data]
Rauh, Geyer, et al., 1973
Rauh, H.J.; Geyer, W.; Schmidt, H.; Geiseler, G.,
Bildungsenthalpien und mesomerieenergien von π-bindungssystemen,
Z. Phys. Chem. (Leipzig), 1973, 253, 43-48. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Lebedev and Skawronskaja, 1911
Lebedev, S.; Skawronskaja, F.,
Zh. Russ. Fiz.-Khim. O-va., Chast Khim., 1911, 43, 1136. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Tboil Boiling point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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