cis-Stilbene
- Formula: C14H12
- Molecular weight: 180.2451
- IUPAC Standard InChI: InChI=1S/C14H12/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-12H/b12-11-
- IUPAC Standard InChIKey: PJANXHGTPQOBST-QXMHVHEDSA-N
- CAS Registry Number: 645-49-8
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Stereoisomers:
- Other names: (Z)-Stilbene; Benzene, 1,1'-(1,2-ethenediyl)bis-, (Z)-; Stilbene, (Z)-; cis-1,2-Diphenylethylene; Isostilbene; (Z)-1,2-Diphenylethene; Benzene, 1,1'-(1,2-ethenedyl)bis-, (Z)-; Dibenzal (cis); 1,2-Diphenylethene, (Z)-; (1,2-Ethenediyl)-1,1'-bisbenzene, (Z)-; 1,cis-2-Diphenylethene; 1,cis-2-Diphenylethylene; cis-Diphenylethene; (Z)-1,2-Diphenylethylene; cis-1,2-Diphenylethene; 1,1'-(1,2-Ethanediyl)bis[benzene], cis; Benzene, 1,1'-(1Z)-1,2-ethenediylbis-
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Condensed phase thermochemistry data
Go To: Top, 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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔcH°liquid | -1769.61 ± 0.18 | kcal/mol | Ccb | Yates and McDonald, 1971 | Corresponding ΔfHºliquid = 43.00 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°liquid | -1770.46 ± 0.36 | kcal/mol | Ccb | Coops and Hoijtink, 1950 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1769.6 ± 0.18 kcal/mol; Corresponding ΔfHºliquid = 43.853 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Gas phase ion energetics data
Go To: Top, Condensed phase 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 compiled by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C14H12+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 7.80 ± 0.02 | PE | Maier and Turner, 1973 | |
| 8.17 | PE | Kobayashi, Yokota, et al., 1975 | Vertical value |
References
Go To: Top, Condensed phase 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.
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]
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]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Maier and Turner, 1973
Maier, J.P.; Turner, D.W.,
Steric inhibition of resonance studied by molecular photoelectron spectroscopy. Part 2. Phenylethylenes,
J. Chem. Soc. Faraday Trans. 2, 1973, 69, 196. [all data]
Kobayashi, Yokota, et al., 1975
Kobayashi, T.; Yokota, K.; Nagakura, S.,
Photoelectron spectra of the cis- trans-isomers of some ethylene derivatives,
Bull. Chem. Soc. Jpn., 1975, 48, 412. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
ΔcH°liquid Enthalpy of combustion of liquid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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