(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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Condensed phase thermochemistry data
Go To: Top, IR Spectrum, 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 |
IR Spectrum
Go To: Top, Condensed phase thermochemistry data, References, Notes
Data compiled by: Coblentz Society, Inc.
- SOLID (SPLIT MULL), FLUOROLUBE FOR 3800-1330 CM-1, NUJOL FOR 1330-400 CM-1 $$ SEE SPECTRUM NO. 4773 FOR "SOLUTION" RUN; BECKMAN IR-9 (GRATING); DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 2 cm-1 resolution
- SOLUTION (10.5% IN CCl4 FOR 3800-1300, 2% IN CS2 FOR 1300-650, AND 10.5% CCl4 FPR 650-240 CM-1) VERSUS SOLVENT; Not specified, most likely a grating or hybrid spectrometer.; DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 4 cm-1 resolution
- SOLUTION (5% CCl4 FOR 3800-1350, 5% CS2 FOR 1350-400 CM-1); DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm-1 resolution
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
References
Go To: Top, Condensed phase thermochemistry data, IR Spectrum, 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]
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]
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, Condensed phase thermochemistry data, IR Spectrum, 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°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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