cis-Stilbene

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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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Individual Reactions

Hydrogen + cis-Stilbene = Bibenzyl

By formula: H2 + C14H12 = C14H14

Quantity Value Units Method Reference Comment
Δr-131.5 ± 0.84kJ/molChydWilliams, 1942liquid phase; solvent: Acetic acid; Reanalyzed by Cox and Pilcher, 1970, Original value = -108.0 ± 8.5 kJ/mol; At 302 K

(E)-Stilbene = cis-Stilbene

By formula: C14H12 = C14H12

Quantity Value Units Method Reference Comment
Δr35. ± 23.kJ/molCphaHerman and Goodman, 1989solid phase; solvent: Acetonitrile/water
Δr19.2 ± 0.4kJ/molCisoSaltiel, Ganapathy, et al., 1987gas phase; At 303.2-461.2 K

cis-Stilbene = (E)-Stilbene

By formula: C14H12 = C14H12

Quantity Value Units Method Reference Comment
Δr-5.0 ± 0.4kJ/molCmBastianelli, Caia, et al., 1991liquid phase; Thermal Isomerization
Δr-12. ± 1.kJ/molCisoFischer, Muszkat, et al., 1968solid phase; solvent: Cyclohexane

References

Go To: Top, Reaction thermochemistry data, Notes

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

Williams, 1942
Williams, R.B., Heats of catalytic hydrogenation in solution. I. Apparatus, technique, and the heats of hydrogenation of certain pairs of stereoisomers, J. Am. Chem. Soc., 1942, 64, 1395-1404. [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]

Herman and Goodman, 1989
Herman, M.S.; Goodman, J.L., Determination of the enthalpy and reaction volume changes of organic photoreactions using photoacoustic calorimetry, J. Am. Chem. Soc., 1989, 111, 1849-1854. [all data]

Saltiel, Ganapathy, et al., 1987
Saltiel, J.; Ganapathy, S.; Werking, C., The ΔH for thermal trans-stilbene/cis-stilbene isomerization. Do S0 and T1 potential energy curves cross?, J. Phys. Chem., 1987, 91, 2755-2758. [all data]

Bastianelli, Caia, et al., 1991
Bastianelli, C.; Caia, V.; Cum, G.; Gallo, R.; Mancini, V., Thermal isomerization of photochemically synthesized (Z)-9-styrylacridines. An unusually high enthalpy of Z->E conversion for stilbene-like compounds, J. Chem. Soc. Perkin Trans. 2, 1991, 679-683. [all data]

Fischer, Muszkat, et al., 1968
Fischer, G.; Muszkat, K.A.; Fischer, E., Thermodynamic equilibrium between cis- and trans-isomers in stilbene and some derivatives, J. Chem. Soc. B, 1968, 1156-1158. [all data]


Notes

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