N,N-(Dimethyl)thiobenzamide
- Formula: C9H11NS
- Molecular weight: 165.255
- IUPAC Standard InChI: InChI=1S/C9H11NS/c1-10(2)9(11)8-6-4-3-5-7-8/h3-7H,1-2H3
- IUPAC Standard InChIKey: OPXCUUJACRRYMC-UHFFFAOYSA-N
- CAS Registry Number: 15482-60-7
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Other names: Benzenecarbothioamide, N,N-dimethyl-; Benzamide, N,N-dimethylthio-
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Gas 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°gas | 32.53 ± 0.67 | kcal/mol | Ccr | Ribeiro Da Silva, Souza, et al., 1989 |
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 | 9.87 ± 0.45 | kcal/mol | Ccr | Ribeiro Da Silva, Souza, et al., 1989 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1376.0 ± 0.33 | kcal/mol | Ccr | Ribeiro Da Silva, Souza, et al., 1989 |
Phase change 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 |
|---|---|---|---|---|---|
| ΔvapH° | 17.6 ± 0.9 | kcal/mol | C | Beak, Lee, et al., 1978 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 22.7 ± 0.48 | kcal/mol | C | Ribeiro Da Silva, Souza, et al., 1989 |
Reaction 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
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
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By formula: C9H11NS = C9H11NS
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 26.1 ± 0.2 | kcal/mol | Eqk | Beak, Lee, et al., 1978 | liquid phase |
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:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 7.70 | PE | Berg, Henriksen, et al., 1982 | Vertical value; LBLHLM |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction 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.
Ribeiro Da Silva, Souza, et al., 1989
Ribeiro Da Silva, M.D.M.C.; Souza, P.; Pilcher, G.,
Enthalpies of combustion of thiobenzamide, N,N-dimethylthiobenzamide, and N,N-diethylthiobenzamide,
J. Chem. Thermodyn., 1989, 21, 173-178. [all data]
Beak, Lee, et al., 1978
Beak, P.; Lee, J.-K.; Zeigler, J.M.,
Equilibration studies: amide-imidate and thioamide-thioimidate functions,
J. Org. Chem., 1978, 43, 1536-1538. [all data]
Berg, Henriksen, et al., 1982
Berg, U.; Henriksen, L.; Lerstrup, K.A.; Sandstrom, J.,
The torsional barrier of the dimethylamino group in N,N-dimethyltellurobenzamide. A comparison with N,N-dimethylbenzamide and its thio and seleno analogues,
Acta Chem. Scand., Ser. B, 1982, 36, 19. [all data]
Notes
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- 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 ΔrH° Enthalpy of reaction at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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