Cyclohexene, 4-ethenyl-

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, 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
Δfgas16.62 ± 0.35kcal/molCcbKozina, Timofeeva, et al., 1972ALS

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
34.085298.15Lenz T.G., 1990These values calculated by molecular mechanics method are in good agreement with estimation by a group additivity approach [ Dorofeeva O.V., 1997].; GT
34.285300.
44.577400.
53.791500.
61.926600.
68.987700.
74.969800.
79.873900.
83.7021000.

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, References, Notes

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
Δfliquid7.11 ± 0.32kcal/molCcbKozina, Timofeeva, et al., 1972 
Quantity Value Units Method Reference Comment
Δcliquid-1168.7kcal/molCcrRauh, Geyer, et al., 1973Corresponding Δfliquid = 6.4 kcal/mol (simple calculation by NIST; no Washburn corrections)
Δcliquid-1169.42 ± 0.30kcal/molCcbKozina, Timofeeva, et al., 1972Corresponding Δfliquid = 7.12 kcal/mol (simple calculation by NIST; no Washburn corrections)

Phase change data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, 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:
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
Tboil399.7KN/AAldrich Chemical Company Inc., 1990BS
Tboil402.2KN/AMajer and Svoboda, 1985 
Tboil403.2KN/ALebedev and Skawronskaja, 1911Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Δvap9.467kcal/molN/AMajer and Svoboda, 1985 
Δvap9.15kcal/molVRauh, Geyer, et al., 1973ALS
Δvap9.51kcal/molN/AKozina, Timofeeva, et al., 1972DRB

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
8.01402.2N/AMajer and Svoboda, 1985 
9.58307.AStephenson and Malanowski, 1987Based on data from 292. to 405. K.; AC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, 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:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C8H12+ (ion structure unspecified)

Ionization energy determinations

IE (eV) Method Reference Comment
8.8 ± 0.1EIGroenwold and Gross, 1984LBLHLM
8.93 ± 0.02PIWatanabe, Nakayama, et al., 1962RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C4H6+10.9 ± 0.1C4H6EIGroenwold and Gross, 1984LBLHLM
C6H7+9.5 ± 0.1C2H5EIGroenwold and Gross, 1984LBLHLM
C7H9+9.8 ± 0.1CH3EIGroenwold and Gross, 1984LBLHLM

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, 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]

Groenwold and Gross, 1984
Groenwold, G.S.; Gross, M.L., Cation radical diels-alder reaction of 1,3-butadiene: A two-step cycloaddition, J. Am. Chem. Soc., 1984, 106, 6569. [all data]

Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J., Ionization potentials of some molecules, J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References