Benzenemethanethiol
- Formula: C7H8S
- Molecular weight: 124.203
- IUPAC Standard InChIKey: UENWRTRMUIOCKN-UHFFFAOYSA-N
- CAS Registry Number: 100-53-8
- 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: α-Toluenethiol; α-Mercaptotoluene; α-Toluolthiol; (Mercaptomethyl)benzene; Benzyl mercaptan; Benzylthiol; Phenylmethanethiol; Phenylmethyl mercaptan; Thiobenzyl alcohol; α-Tolyl mercaptan; Methanethiol, phenyl-; USAF ex-1509; Benzylhydrosulfide; NSC 41897; toluene-α-thiol
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Gas phase thermochemistry data
Go To: Top, Phase change 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 | 93.1 ± 1.1 | kJ/mol | Ccr | Good, 1972 | |
ΔfH°gas | 87.7 ± 2.0 | kJ/mol | Ccr | Mackle and McClean, 1962 | Reanalyzed by Cox and Pilcher, 1970, Original value = 92. ± 3. kJ/mol |
Phase change data
Go To: Top, Gas 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 467.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 468. | K | N/A | American Tokyo Kasei, 1988 | BS |
Tboil | 467.15 | K | N/A | Hoffmann, Ess, et al., 1956 | Uncertainty assigned by TRC = 2. K; TRC |
Tboil | 467. | K | N/A | Zinner, 1953 | Uncertainty assigned by TRC = 3. K; TRC |
Tboil | 468. | K | N/A | Backer and Dijkstra, 1932 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 56.6 ± 0.2 | kJ/mol | V | Good, 1972 | ALS |
ΔvapH° | 56.6 | kJ/mol | N/A | Good, 1972 | DRB |
ΔvapH° | 56.6 ± 0.1 | kJ/mol | N/A | Good, 1972 | AC |
ΔvapH° | 51. ± 2. | kJ/mol | E | Mackle and McClean, 1962 | ALS |
ΔvapH° | 43.8 | kJ/mol | N/A | Mackle and McClean, 1962 | DRB |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
47.5 | 409. | Dykyj, Svoboda, et al., 1999 | Based on data from 394. to 436. K.; AC |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Phase change 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.5 | PE | Frost, Herring, et al., 1972 | LLK |
8.85 | PE | Frost, Herring, et al., 1972 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C7H7+ | 12.0 | SH | EI | Gowenlock, Kay, et al., 1963 | RDSH |
References
Go To: Top, Gas phase thermochemistry data, Phase change 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.
Good, 1972
Good, W.D.,
Enthalpies of combustion of 18 organic sulfur compounds related to petroleum,
J. Chem. Eng. Data, 1972, 17, 158-162. [all data]
Mackle and McClean, 1962
Mackle, H.; McClean, R.T.B.,
Studies in the thermochemistry of organic sulphides. Part 4.-Heat of formation of the mercaptyl radical,
Trans. Faraday Soc., 1962, 58, 895-899. [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]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
American Tokyo Kasei, 1988
American Tokyo Kasei,
TCI American Organic Chemical 88/89 Catalog, American Tokyo Kasei, Portland, OR, 1988, 1610. [all data]
Hoffmann, Ess, et al., 1956
Hoffmann, F.W.; Ess, R.J.; Simmons, T.C.; Hanzel, R.S.,
The Desulfurization of Mercaptans with Trialkyl Phosphites,
J. Am. Chem. Soc., 1956, 78, 6414. [all data]
Zinner, 1953
Zinner, H.,
Perparation of Mercaptans,
Chem. Ber., 1953, 86, 825. [all data]
Backer and Dijkstra, 1932
Backer, H.J.; Dijkstra, N.D.,
The Thioethers of Pentaerythritol,
Recl. Trav. Chim. Pays-Bas, 1932, 51, 289. [all data]
Dykyj, Svoboda, et al., 1999
Dykyj, J.; Svoboda, J.; Wilhoit, R.C.; Frenkel, M.L.; Hall, K.R.,
Vapor Pressure of Chemicals: Part A. Vapor Pressure and Antoine Constants for Hydrocarbons and Sulfur, Selenium, Tellurium and Hydrogen Containing Organic Compounds, Springer, Berlin, 1999, 373. [all data]
Frost, Herring, et al., 1972
Frost, D.C.; Herring, F.G.; Katrib, A.; McDowell, C.A.; McLean, R.A.N.,
Photoelectron spectra of CH3SH, (CH3)2S, C6H5SH, and C6H5CH2SH; the bonding between sulfur and carbon,
J. Phys. Chem., 1972, 76, 1030. [all data]
Gowenlock, Kay, et al., 1963
Gowenlock, B.G.; Kay, J.; Majer, J.R.,
Electron impact studies of some sulphides and disulphides,
J. Chem. Soc. Faraday Trans., 1963, 59, 2463. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point ΔfH°gas Enthalpy of formation of gas at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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