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Reaction 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 as indicated in comments:
B - J.E. Bartmess
M - M. M. Meot-Ner (Mautner) and S. G. Lias
ALS - H.Y. Afeefy, J.F. Liebman, and S.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

styrenide anion + Hydrogen cation = Styrene

By formula: C8H7- + H+ = C8H8

Deltar1636. ± 10.kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; Acid: styrene. AM1 says ortho deprotonation prefered to alpha. Anchored to 88MEO scale.; B
Deltar1604. ± 8.4kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; Acid: styrene. AM1 says ortho deprotonation prefered to alpha. Anchored to 88MEO scale.; B

C3H9Si+ + Styrene = (C3H9Si+ bullet Styrene)

By formula: C3H9Si+ + C8H8 = (C3H9Si+ bullet C8H8)

Deltar153.kJ/molPHPMSLi and Stone, 1989gas phase; condensation; M
Deltar177.J/mol*KPHPMSLi and Stone, 1989gas phase; condensation; M

Styrene + 4Hydrogen = Cyclohexane, ethyl-

By formula: C8H8 + 4H2 = C8H16

Deltar-320.1 ± 1.0kJ/molChydDolliver, Gresham, et al., 1937gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -324.2 ± 0.84 kJ/mol; At 355 °K; ALS

(CAS Reg. No. 13822-53-2 bullet 4294967295Styrene) + Styrene = CAS Reg. No. 13822-53-2

By formula: (CAS Reg. No. 13822-53-2 bullet 4294967295C8H8) + C8H8 = CAS Reg. No. 13822-53-2

Deltar205. ± 9.2kJ/molN/ABartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B

Styrene + Hydrogen = Ethylbenzene

By formula: C8H8 + H2 = C8H10

Deltar-117.2 ± 1.7kJ/molChydAbboud, Jimenez, et al., 1995liquid phase; solvent: Hydrocarbon; Like gas phase; ALS

Styrene + Hydrogen chloride = Benzene, (1-chloroethyl)-

By formula: C8H8 + HCl = C8H9Cl

Deltar-55.6 ± 7.1kJ/molCmNesterova, Kovzel, et al., 1977liquid phase; Hydrochlorination; ALS

Hydrogen bromide + Styrene = Benzene, (1-bromoethyl)-

By formula: HBr + C8H8 = C8H9Br

Deltar-69.0 ± 7.1kJ/molCmNesterova, Kovzel, et al., 1977liquid phase; Hydrobromination; ALS

1,3,5,7-Cyclooctatetraene = Styrene

By formula: C8H8 = C8H8

Deltar-143.7 ± 1.4kJ/molCisoProsen, Johnson, et al., 1947liquid phase; ALS

Ethylbenzene = Styrene + Hydrogen

By formula: C8H10 = C8H8 + H2

Deltar124.85kJ/molEqkGhosh, Ram Das Guha, et al., 1945gas phase; ALS


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

Meot-ner and Kafafi, 1988
Meot-ner, M.; Kafafi, S.A., Carbon Acidities of Aromatic Compounds, J. Am. Chem. Soc., 1988, 110, 19, 6297. [doi:10.1021/ja00227a003] [all data]

Li and Stone, 1989
Li, X.; Stone, J.A., Determination of the beta silicon effect from a mass spectrometric study of the association of trimethylsilylium ion with alkenes, J. Am. Chem. Soc., 1989, 111, 15, 5586. [doi:10.1021/ja00197a013] [all data]

Dolliver, Gresham, et al., 1937
Dolliver, M.a.; Gresham, T.L.; Kistiakowsky, G.B.; Vaughan, W.E., Heats of organic reactions. V. Heats of hydrogenation of various hydrocarbons, J. Am. Chem. Soc., 1937, 59, 831-841. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr., The gas phase acidity scale from methanol to phenol, J. Am. Chem. Soc., 1979, 101, 6047. [all data]

Abboud, Jimenez, et al., 1995
Abboud, J.-L.M.; Jimenez, P.; Roux, M.V.; Turrion, C.; Lopez-Mardomingo, C.; Podosenin, A.; Rogers, D.W.; Liebman, J.F., Interrelations of the energetics of amides and alkenes: enthalpies of formation of N,N-dimethyl dertivatives of pivalamide, 1-adamantylcarboxamide and benzamide, and of styrene and its a-, trans-«beta»- and «beta»,«beta»-methylated derivates, J. Phys. Org. Chem., 1995, 8, 15-25. [all data]

Nesterova, Kovzel, et al., 1977
Nesterova, T.N.; Kovzel, E.N.; Karaseva, S.Ya.; Rozhnov, A.M., Heats of reaction of the hydrohalogenation of styrene and «alpha»-methylstyrene, Vses. Konf. Kalorim. Rasshir. Tezisy Dokl. 7th, 1977, 1, 132. [all data]

Prosen, Johnson, et al., 1947
Prosen, E.J.; Johnson, W.H.; Rossini, F.D., Heat of combustion and formation of 1,3,5,7-cyclooctatetraene and its heat of isomerization to styrene, J. Am. Chem. Soc., 1947, 69, 2068-2069. [all data]

Ghosh, Ram Das Guha, et al., 1945
Ghosh, J.C.; Ram Das Guha, S.; Roy, A.N., Chemical equilibrium in styrene formation from ethyl-benzene at low pressures, Curr. Sci., 1945, 14, 269. [all data]


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