Benzyl sulfide
- Formula: C14H14S
- Molecular weight: 214.326
- IUPAC Standard InChI: InChI=1S/C14H14S/c1-3-7-13(8-4-1)11-15-12-14-9-5-2-6-10-14/h1-10H,11-12H2
- IUPAC Standard InChIKey: LUFPJJNWMYZRQE-UHFFFAOYSA-N
- CAS Registry Number: 538-74-9
- 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. - Other names: Benzyl monosulfide; Benzene, 1,1'-[thiobis(methylene)]bis-; Benzyl thioether; Dibenzyl monosulfide; Dibenzyl sulfide; 1,3-Diphenyl-2-thiapropane; Sulfide, dibenzyl-; [(Benzylsulfanyl)methyl]benzene; ((Benzylthio)methyl)benzene; 1,1'-(Thiobis(methylene))bisbenzene; Dibenzyl thioether; NSC 212544; Sulfide, benzyl-; dibenzyl sulphide
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, 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 |
|---|---|---|---|---|---|
| ΔfH°gas | 193. ± 4.2 | kJ/mol | Ccb | Mackle and Mayrick, 1962 | Hfusion=3.8±0.5 kcal/mol |
Condensed phase thermochemistry data
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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 |
|---|---|---|---|---|---|
| ΔfH°solid | 99.3 ± 2.0 | kJ/mol | Ccb | Mackle and Mayrick, 1962 | Hfusion=3.8±0.5 kcal/mol |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -8211.2 ± 2.0 | kJ/mol | Ccb | Mackle and Mayrick, 1962 | Hfusion=3.8±0.5 kcal/mol |
Gas phase ion energetics data
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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:
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.05 | PE | Traven, Rodin, et al., 1989 | LL |
| 8.05 ± 0.02 | PI | Potapov, Kardash, et al., 1972 | LLK |
| 8.28 | PE | Traven, Rodin, et al., 1989 | Vertical value; LL |
References
Go To: Top, Gas phase thermochemistry data, 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.
Mackle and Mayrick, 1962
Mackle, H.; Mayrick, R.G.,
Studies in thermochemistry of organic sulphides. Part 3.-The gas-phase heats of formation of diphenyl sulphide, dibenzyl sulphide, diphenyl disulphide,4-thia-1-hexene and 4-thia-5,5-dimethyl-1-hexene,
Trans. Faraday Soc., 1962, 58, 238-243. [all data]
Traven, Rodin, et al., 1989
Traven, V.F.; Rodin, O.G.; Redchenko, V.V.; Rokitskaya, V.I.,
Electronic structure of n systems. IV. Steric and electronic structure of some benzyl chalcogenides,
J. Gen. Chem. USSR, 1989, 59, 391. [all data]
Potapov, Kardash, et al., 1972
Potapov, V.K.; Kardash, I.E.; Sorokin, V.V.; Sokolov, S.A.; Evlasheva, T.I.,
Photoionization of heteroaromatic compounds,
Khim. Vys. Energ., 1972, 6, 392. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
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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