(E)-Stilbene
- Formula: C14H12
- Molecular weight: 180.2451
- IUPAC Standard InChIKey: PJANXHGTPQOBST-VAWYXSNFSA-N
- CAS Registry Number: 103-30-0
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Stereoisomers:
- Other names: Benzene, 1,1'-(1,2-ethenediyl)bis-, (E)-; Stilbene, (E)-; (E)-1,2-Diphenylethylene; trans-α,β-Diphenylethylene; trans-Stilbene; trans-1,2-Diphenylethene; trans-1,2-Diphenylethylene; (E)-1,2-Diphenylethene; Dibenzal, (E)-; Dibenzylidne, (E)-; 1,2-Diphenylethylene (trans); (1,2-Ethenediyl)-1,1'-bisbenzene, (E)-; Stilbene (trans); 1,trans-2-Diphenylethene; 1,trans-2-Diphenylethylene; trans-Diphenylethene; 1,2-Diphenylethene, (E)-; 1,1'-(1,2-Ethanediyl)bis[benzene], trans; Toluylene; t-Stilbene; trans-Bibenzal; trans-Bibenzylidene; Benzene, 1,1'-(1E)-1,2-ethenediylbis-; NSC 2069; 1,1'-(1,2-Ethanediyl)bis(benzene), (E)-
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Reaction thermochemistry data
Go To: Top, 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
By formula: C14H12 + H2 = C14H14
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -77.78 ± 0.84 | kJ/mol | Chyd | Williams, 1942 | liquid phase; solvent: Acetic acid; Reanalyzed by Cox and Pilcher, 1970, Original value = -84.2 ± 1.5 kJ/mol; At 302 K |
By formula: C14H12 = C14H12
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 35. ± 23. | kJ/mol | Cpha | Herman and Goodman, 1989 | solid phase; solvent: Acetonitrile/water |
ΔrH° | 19.2 ± 0.4 | kJ/mol | Ciso | Saltiel, Ganapathy, et al., 1987 | gas phase; At 303.2-461.2 K |
By formula: C14H12 = C14H12
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -5.0 ± 0.4 | kJ/mol | Cm | Bastianelli, Caia, et al., 1991 | liquid phase; Thermal Isomerization |
ΔrH° | -12. ± 1. | kJ/mol | Ciso | Fischer, Muszkat, et al., 1968 | solid 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
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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