Thioacetic acid
- Formula: C2H4OS
- Molecular weight: 76.118
- IUPAC Standard InChI: InChI=1S/C2H4OS/c1-2(3)4/h1H3,(H,3,4)
- IUPAC Standard InChIKey: DUYAAUVXQSMXQP-UHFFFAOYSA-N
- CAS Registry Number: 507-09-5
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Methanecarbothiolic acid; Thioacetic S-acid; Ethanethioic acid; Acetyl mercaptan; Ethanethiolic acid; Thiacetic acid; Thiolacetic acid; Thionoacetic acid; CH3COSH; Kyselina thiooctova; UN 2436; USAF EK-P-737; Acetic acid, thio-
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Reaction thermochemistry data
Go To: Top, Gas phase ion energetics data, 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
=
+
By formula: C4H6O2S = C2H2O + C2H4OS
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 94.7 | kJ/mol | Eqk | Blake and Speis, 1974 | gas phase; Heat of formation derived by 77PED/RYL |
+
=
+
By formula: C2H4OS + H2O = C2H4O2 + H2S
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -2.7 ± 0.3 | kJ/mol | Cm | Sunner and Wadso, 1957 | liquid phase; Heat of hydrolysis |
+
=
By formula: C2H4OS + C3H6O = C5H10O2S
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -27. ± 0.8 | kJ/mol | Eqk | Horii, Kawamura, et al., 1972 | liquid phase; solvent: CD3COCD3; NMR |
+
=
By formula: C2H2O + C2H4OS = C4H6O2S
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -94.7 | kJ/mol | Eqk | Blake and Speis, 1974 | gas phase |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry data, 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C2H4OS+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 10.06 | PE | Nagata, Yamabe, et al., 1975 | Vertical value; LLK |
Gas Chromatography
Go To: Top, Reaction 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Van Den Dool and Kratz RI, polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-FFAP | 1124. | Huynh-Ba, Matthey-Doret, et al., 2003 | 30. m/0.32 mm/0.25 μm; Program: 35C(2min) => 6C/min => 180C => 10C/min => 240C (10min) |
References
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Blake and Speis, 1974
Blake, P.G.; Speis, A.,
Reactions of keten. Part IV. Kinetics and thermodynamics of the gas-phase reaction: Thioacetic acid + keten = acetic Thioanhydride,
J. Chem. Soc. Perkin Trans. 2, 1974, 1879-1881. [all data]
Sunner and Wadso, 1957
Sunner, S.; Wadso, I.,
The heat of hydrolysis of thiolacetic acid,
Trans. Faraday Soc., 1957, 53, 455-459. [all data]
Horii, Kawamura, et al., 1972
Horii, T.; Kawamura, S.; Tsurugi, J.,
A NMR study of the thioacetic acid-acetone mixture,
Bull. Chem. Soc. Jpn., 1972, 45, 2200-2202. [all data]
Nagata, Yamabe, et al., 1975
Nagata, S.; Yamabe, T.; Fukui, K.,
A study of the electronic spectra of thioacetic acid and its ethyl ester,
J. Phys. Chem., 1975, 79, 2335. [all data]
Huynh-Ba, Matthey-Doret, et al., 2003
Huynh-Ba, T.; Matthey-Doret, W.; Fay, L.B.; Rhlid, R.B.,
Generation of thiols by biotransformation of cysteine-aldehyde conjugates with Baker's yeast,
J. Agric. Food Chem., 2003, 51, 12, 3629-3635, https://doi.org/10.1021/jf026198j
. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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