(E)-Stilbene

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Gas 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 as indicated in comments:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfgas219.6kJ/molN/ALobanov and Karmanova, 1971Value computed using ΔfHsolid° value of 133.0±0.8 kj/mol from Lobanov and Karmanova, 1971 and ΔsubH° value of 86.6 kj/mol from Marantz and Armstrong, 1968.; DRB
Δfgas223.3kJ/molCcbMarantz and Armstrong, 1968see Marantz and Armstrong, 1968, 2; ALS
Δfgas224.4kJ/molN/ARichardson and Parks, 1939Value computed using ΔfHsolid° value of 137.8±2.8 kj/mol from Richardson and Parks, 1939 and ΔsubH° value of 86.6 kj/mol from Marantz and Armstrong, 1968.; DRB

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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Δcliquid-7360.99 ± 0.50kJ/molCcbYates and McDonald, 1971Corresponding Δfliquid = 136.9 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
Δfsolid133. ± 0.8kJ/molCcbLobanov and Karmanova, 1971ALS
Δfsolid136.7kJ/molCcbMarantz and Armstrong, 1968see Marantz and Armstrong, 1968, 2; ALS
Δfsolid137.8 ± 2.8kJ/molCcbRichardson and Parks, 1939Reanalyzed by Cox and Pilcher, 1970, Original value = 135.9 kJ/mol; ALS
Quantity Value Units Method Reference Comment
Δcsolid-7357.1 ± 0.8kJ/molCcbLobanov and Karmanova, 1971Corresponding Δfsolid = 133. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcsolid-7360.8 ± 3.9kJ/molCcbMarantz and Armstrong, 1968see Marantz and Armstrong, 1968, 2; Corresponding Δfsolid = 136.7 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcsolid-7364.6 ± 1.0kJ/molCcbCoops and Hoijtink, 1950Reanalyzed by Cox and Pilcher, 1970, Original value = -7361. ± 0.51 kJ/mol; Corresponding Δfsolid = 140.48 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcsolid-7361.9 ± 2.8kJ/molCcbRichardson and Parks, 1939Reanalyzed by Cox and Pilcher, 1970, Original value = -7358.82 kJ/mol; Corresponding Δfsolid = 137.7 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
solid,1 bar247.0J/mol*KN/AVan Miltenburg and Bouwstra, 1984DH

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
251.08320.Bouwstra, De Leeuw, et al., 1985T = 320 to 410 K.; DH
235.0298.15Van Miltenburg and Bouwstra, 1984T = 8 to 350 K.; DH

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

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

(E)-Stilbene + Hydrogen = Bibenzyl

By formula: C14H12 + H2 = C14H14

Quantity Value Units Method Reference Comment
Δr-77.78 ± 0.84kJ/molChydWilliams, 1942liquid phase; solvent: Acetic acid; Reanalyzed by Cox and Pilcher, 1970, Original value = -84.2 ± 1.5 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, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes

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

Lobanov and Karmanova, 1971
Lobanov, G.A.; Karmanova, L.P., Enthalpy of formation of some organic substances, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 1971, 14, 865-867. [all data]

Marantz and Armstrong, 1968
Marantz, S.; Armstrong, G.T., Heats of combustion of trans-stilbene and trans-2,2',4,',6,6'-hexanitrostilbene (HNS) (Correction), J. Chem. Eng. Data, 1968, 13, 455. [all data]

Marantz and Armstrong, 1968, 2
Marantz, S.; Armstrong, G.T., Heats of combustion of trans-stilbene and trans-2,2',4,4',6,6'-hexanitrostilbene (HNS), J. Chem. Eng. Data, 1968, 13, 118-121. [all data]

Richardson and Parks, 1939
Richardson, J.W.; Parks, G.S., Thermal data on organic compounds. XIX. Modern combustion data for some non-volatile compounds containing carbon, hydrogen and oxygen, J. Am. Chem. Soc., 1939, 61, 3543-3546. [all data]

Yates and McDonald, 1971
Yates, K.; McDonald, R.S., A thermochemical probe into the mechanism of electrophilic addition to olefins, J. Am. Chem. Soc., 1971, 93, 6297-6299. [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]

Coops and Hoijtink, 1950
Coops, J.; Hoijtink, G.J., Thermochemical investigations on arylethenes. I. Heats of combustion of phenylethenes, Recl. Trav. Chim. Pays-Bas, 1950, 69, 358-367. [all data]

Van Miltenburg and Bouwstra, 1984
Van Miltenburg, J.C.; Bouwstra, J.A., Thermodynamic properties of trans-azobenzene and trans-stilbene, J. Chem. Thermodynam., 1984, 16, 61-65. [all data]

Bouwstra, De Leeuw, et al., 1985
Bouwstra, J.A.; De Leeuw, V.V.; Van Miltenburg, J.C., Properties of mixed-crystalline organic material prepared by zone levelling. IV. Melting properties and excess enthalpies of (trans-azobenzene + trans-stilbene), J. Chem. Thermodynam., 1985, 17, 685-695. [all data]

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]

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

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