(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, Gas Chromatography, 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, Gas Chromatography, 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
Gas Chromatography
Go To: Top, Condensed phase thermochemistry data, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Packed | SE-30 | 1755. | Ramsey, Lee, et al., 1980 | He, Chromosorb G HP (80-100 mesh); Column length: 1.5 m; Program: not specified |
Kovats' RI, polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Capillary | SP-1000 | 185. | 2547. | Kríz, Popl, et al., 1974 | N2; Column length: 50. m; Column diameter: 0.25 mm |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | SE-52 | 1686. | Carugno and Rossi, 1967 | N2, 1.8 K/min; Column length: 65. m; Column diameter: 0.3 mm; Tstart: 100. C; Tend: 300. C |
Van Den Dool and Kratz RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-Innowax | 2536. | Adamiec, Rossner, et al., 2001 | 30. m/0.25 mm/0.25 μm, N2, 5. K/min; Tstart: 60. C; Tend: 220. C |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Other | Methyl Silicone | 1755. | Ardrey and Moffat, 1981 | Program: not specified |
References
Go To: Top, Condensed phase thermochemistry data, IR Spectrum, Gas Chromatography, 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]
Ramsey, Lee, et al., 1980
Ramsey, J.D.; Lee, T.D.; Osselton, M.D.; Moffat, A.C.,
Gas-liquid chromatographic retention indices of 296 non-drug substances on SE-30 or OV-1 likely to be encountered in toxicological analyses,
J. Chromatogr., 1980, 184, 2, 185-206, https://doi.org/10.1016/S0021-9673(00)85641-1
. [all data]
Kríz, Popl, et al., 1974
Kríz, J.; Popl, M.; Mostecký, J.,
Retention indices of biphenyls and diphenylalkanes,
J. Chromatogr., 1974, 97, 1, 3-13, https://doi.org/10.1016/S0021-9673(01)97577-6
. [all data]
Carugno and Rossi, 1967
Carugno, N.; Rossi, S.,
Evaluation of polynuclear hydrocarbons in cigarette smoke by glass capillary columns,
J. Gas Chromatogr., 1967, 5, 2, 103-106, https://doi.org/10.1093/chromsci/5.2.103
. [all data]
Adamiec, Rossner, et al., 2001
Adamiec, J.; Rossner, J.; Velisek, J.; Cejpek, K.; Savel, J.,
Minor Strecker degradation products of phenylalanine and phenylglycine,
Eur. Food Res. Technol., 2001, 212, 2, 135-140, https://doi.org/10.1007/s002170000234
. [all data]
Ardrey and Moffat, 1981
Ardrey, R.E.; Moffat, A.C.,
Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase,
J. Chromatogr., 1981, 220, 3, 195-252, https://doi.org/10.1016/S0021-9673(00)81925-1
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, IR Spectrum, Gas Chromatography, 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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