Methanesulfonylacetonitrile
- Formula: C3H5NO2S
- Molecular weight: 119.142
- IUPAC Standard InChI: InChI=1S/C3H5NO2S/c1-7(5,6)3-2-4/h3H2,1H3
- IUPAC Standard InChIKey: FOTRKCAZUSJCQD-UHFFFAOYSA-N
- CAS Registry Number: 2274-42-2
- 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: Methylsulfonylacetonitrile; Acetonitrile, (methylsulfonyl)-; mesylacetonitrile
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Reaction thermochemistry data
Go To: Top, 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: John E. Bartmess
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Individual Reactions
C3H4NO2S- + =
By formula: C3H4NO2S- + H+ = C3H5NO2S
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 336.2 ± 2.3 | kcal/mol | G+TS | Taft, Abboud, et al., 1988 | gas phase; Revised: this is 0.9 smaller than reported (91TAF) |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 328.6 ± 2.0 | kcal/mol | IMRE | Taft, Abboud, et al., 1988 | gas phase; Revised: this is 0.9 smaller than reported (91TAF) |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry 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: John E. Bartmess
De-protonation reactions
C3H4NO2S- + =
By formula: C3H4NO2S- + H+ = C3H5NO2S
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 336.2 ± 2.3 | kcal/mol | G+TS | Taft, Abboud, et al., 1988 | gas phase; Revised: this is 0.9 smaller than reported (91TAF) |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 328.6 ± 2.0 | kcal/mol | IMRE | Taft, Abboud, et al., 1988 | gas phase; Revised: this is 0.9 smaller than reported (91TAF) |
References
Go To: Top, 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.
Taft, Abboud, et al., 1988
Taft, R.W.; Abboud, J.L.M.; Anvia, F.; Berthelot, M.; Fujio, M.; Gal, J.-F.; Headley, A.D.; Henderson, W.G.,
Regarding the Inherent Dependence of Resonance Effects of Strongly Conjugated Substituents on Electron Demand,
J. Am. Chem. Soc., 1988, 110, 6, 1797, https://doi.org/10.1021/ja00214a023
. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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