1,4-Cyclohexadiene

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, Reaction 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:
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
Δfgas100.4 ± 3.1kJ/molCcbLuk'yanova, Timofeeva, et al., 1991ALS
Δfgas109.kJ/molChydRoth, Adamczak, et al., 1991ALS
Δfgas104.75 ± 0.59kJ/molCcrSteele, Chirico, et al., 1989ALS

Constant pressure heat capacity of gas

Cp,gas (J/mol*K) Temperature (K) Reference Comment
37.2250.Dorofeeva O.V., 1986GT
42.62100.
51.15150.
63.25200.
85.70273.15
94.1 ± 3.0298.15
94.68300.
127.75400.
156.82500.
180.97600.
200.94700.
217.63800.
231.71900.
243.671000.
253.871100.
262.611200.
270.111300.
276.581400.
282.181500.

Reaction thermochemistry data

Go To: Top, Gas 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

2Hydrogen + 1,4-Cyclohexadiene = Cyclohexane

By formula: 2H2 + C6H8 = C6H12

Quantity Value Units Method Reference Comment
Δr-233.kJ/molChydRoth, Adamczak, et al., 1991liquid phase
Δr-225.5 ± 1.4kJ/molChydTurner, Mallon, et al., 1973liquid phase; solvent: Glacial acetic acid

1,3-Cyclohexadiene = 1,4-Cyclohexadiene

By formula: C6H8 = C6H8

Quantity Value Units Method Reference Comment
Δr-1.6 ± 0.8kJ/molEqkTaskinen and Nummelin, 1986liquid phase; solvent: (CH3)2SO; GLC

Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard

View reactions leading to C6H8+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
Proton affinity (review)837.kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity808.0kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
8.82PEKimura, Katsumata, et al., 1981LLK
8.82 ± 0.02PEBieri, Burger, et al., 1977LLK
8.82 ± 0.02PIDemeo and El-Sayed, 1970RDSH
8.65 ± 0.05EIFranklin and Carroll, 1969RDSH
8.80PEBischof, Hashmall, et al., 1969RDSH
8.82PEKimura, Katsumata, et al., 1981Vertical value; LLK
8.82PEBock and Kaim, 1980Vertical value; LLK
8.80PEKobayashi, 1978Vertical value; LLK
8.82PEHeilbronner, Brogli, et al., 1976Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C3H2+19.21 ± 0.15?EIFranklin and Carroll, 1969RDSH
C3H3+15.20 ± 0.10?EIFranklin and Carroll, 1969RDSH
C3H4+13.95 ± 0.10?EIFranklin and Carroll, 1969RDSH
C4H2+17.82 ± 0.25C2H2+2H2EIFranklin and Carroll, 1969RDSH
C4H3+17.08 ± 0.10C2H2+H2+H?EIFranklin and Carroll, 1969RDSH
C4H4+13.55 ± 0.10C2H2+H2EIFranklin and Carroll, 1969RDSH
C4H5+14.48 ± 0.10C2H2+HEIFranklin and Carroll, 1969RDSH
C4H6+12.17 ± 0.10C2H2EIFranklin and Carroll, 1969RDSH
C5H3+16.12 ± 0.10CH3+H2?EIFranklin and Carroll, 1969RDSH
C5H5+13.41 ± 0.10CH3EIFranklin and Carroll, 1969RDSH
C5H5+13.6CH3EIHarrison, Haynes, et al., 1965RDSH
C6H5+13.92 ± 0.10H2+HEIFranklin and Carroll, 1969RDSH
C6H6+9.61 ± 0.10H2EIFranklin and Carroll, 1969RDSH
C6H6+9.86 ± 0.05H2EIFranklin and Carroll, 1969RDSH
C6H7+10.55HPIPECOLias and Ausloos, 1985LBLHLM
C6H7+10.94 ± 0.10HEIFranklin and Carroll, 1969RDSH

References

Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry 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.

Luk'yanova, Timofeeva, et al., 1991
Luk'yanova, V.A.; Timofeeva, L.P.; Kozina, M.P.; Kirin, V.N.; Tarakanova, A.V., Enthalpies of formation of certain unsaturated cyclic hydrocarbons, Russ. J. Phys. Chem. (Engl. Transl.), 1991, 65, 439-441. [all data]

Roth, Adamczak, et al., 1991
Roth, W.R.; Adamczak, O.; Breuckmann, R.; Lennartz, H.-W.; Boese, R., Die Berechnung von Resonanzenergien; das MM2ERW-Kraftfeld, Chem. Ber., 1991, 124, 2499-2521. [all data]

Steele, Chirico, et al., 1989
Steele, W.V.; Chirico, R.D.; Nguyen, A.; Hossenlopp, I.A.; Smith, N.K., Determination of some pure compound ideal-gas enthalpies of formation, AIChE Symp. Ser., 1989, 85, 140-162. [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]

Turner, Mallon, et al., 1973
Turner, R.B.; Mallon, B.J.; Tichy, M.; Doering, W.v.E.; Roth, W.R.; Schroder, G., Heats of hydrogenation. X. Conjugative interaction in cyclic dienes and trienes, J. Am. Chem. Soc., 1973, 95, 8605-8610. [all data]

Taskinen and Nummelin, 1986
Taskinen, E.; Nummelin, K., Thermodynamics of vinyl ethers. 31. Isomer equilibria in some six- and seven-membered cyclic dienes, J. Org. Chem., 1986, 50, 4844-4847. [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S., Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]

Bieri, Burger, et al., 1977
Bieri, G.; Burger, F.; Heilbronner, E.; Maier, J.P., Valence ionization enrgies of hydrocarbons, Helv. Chim. Acta, 1977, 60, 2213. [all data]

Demeo and El-Sayed, 1970
Demeo, D.A.; El-Sayed, M.A., Ionization potential and structure of olefins, J. Chem. Phys., 1970, 52, 2622. [all data]

Franklin and Carroll, 1969
Franklin, J.L.; Carroll, S.R., Effect of molecular structure on ionic decomposition. II. An electron-impact study of 1,3-and 1,4-cyclohexadiene and 1,3,5-hexatriene, J. Am. Chem. Soc., 1969, 91, 6564. [all data]

Bischof, Hashmall, et al., 1969
Bischof, P.; Hashmall, J.A.; Heilbronner, E.; Hornung, V., Photoelektronspektroskopische Bestimmung der Wechselwirkung zwischen nichtkonjugierten Doppelbindungen, Helv. Chim. Acta, 1969, 52, 1745. [all data]

Bock and Kaim, 1980
Bock, H.; Kaim, W., Radical ions. 37. Ionization and one-electron oxidation of electron-rich silylalkyl olefins, J. Am. Chem. Soc., 1980, 102, 4429. [all data]

Kobayashi, 1978
Kobayashi, T., A new rule for photoelectron angular distributions of molecules, Phys. Lett. A, 1978, 69, 31. [all data]

Heilbronner, Brogli, et al., 1976
Heilbronner, E.; Brogli, F.; Vogel, E., Photoelectron spectroscopic assignment of symmetry to the ground state and first excited state of the 1,4-cyclohexadiene radical cation, J. Electron Spectrosc. Relat. Phenom., 1976, 9, 227. [all data]

Harrison, Haynes, et al., 1965
Harrison, A.G.; Haynes, P.; McLean, S.; Meyer, F., The mass spectra of methyl-substituted cyclopentadienes, J. Am. Chem. Soc., 1965, 87, 5099. [all data]

Lias and Ausloos, 1985
Lias, S.G.; Ausloos, P., Structures of C6H7+ ions formed in unimolecular and bimolecular reactions, J. Chem. Phys., 1985, 82, 3613. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References