(E)-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-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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Gas phase thermochemistry 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 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 |
|---|---|---|---|---|---|
| ΔfH°gas | 52.49 | kcal/mol | N/A | Lobanov and Karmanova, 1971 | Value 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 |
| ΔfH°gas | 53.36 | kcal/mol | Ccb | Marantz and Armstrong, 1968 | see Marantz and Armstrong, 1968, 2; ALS |
| ΔfH°gas | 53.63 | kcal/mol | N/A | Richardson and Parks, 1939 | Value 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
Go To: Top, Gas 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 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 |
|---|---|---|---|---|---|
| ΔcH°liquid | -1759.32 ± 0.12 | kcal/mol | Ccb | Yates and McDonald, 1971 | Corresponding ΔfHºliquid = 32.71 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔfH°solid | 31.8 ± 0.2 | kcal/mol | Ccb | Lobanov and Karmanova, 1971 | ALS |
| ΔfH°solid | 32.68 | kcal/mol | Ccb | Marantz and Armstrong, 1968 | see Marantz and Armstrong, 1968, 2; ALS |
| ΔfH°solid | 32.93 ± 0.68 | kcal/mol | Ccb | Richardson and Parks, 1939 | Reanalyzed by Cox and Pilcher, 1970, Original value = 32.47 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1758.4 ± 0.2 | kcal/mol | Ccb | Lobanov and Karmanova, 1971 | Corresponding ΔfHºsolid = 31.8 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -1759.28 ± 0.93 | kcal/mol | Ccb | Marantz and Armstrong, 1968 | see Marantz and Armstrong, 1968, 2; Corresponding ΔfHºsolid = 32.67 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -1760.18 ± 0.24 | kcal/mol | Ccb | Coops and Hoijtink, 1950 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1759. ± 0.12 kcal/mol; Corresponding ΔfHºsolid = 33.576 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -1759.53 ± 0.67 | kcal/mol | Ccb | Richardson and Parks, 1939 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1758.80 kcal/mol; Corresponding ΔfHºsolid = 32.92 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 59.03 | cal/mol*K | N/A | Van Miltenburg and Bouwstra, 1984 | DH |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 60.010 | 320. | Bouwstra, De Leeuw, et al., 1985 | T = 320 to 410 K.; DH |
| 56.17 | 298.15 | Van Miltenburg and Bouwstra, 1984 | T = 8 to 350 K.; DH |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase 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]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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