Acetic acid, cyano-
- Formula: C3H3NO2
- Molecular weight: 85.0614
- IUPAC Standard InChI:
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- IUPAC Standard InChIKey: MLIREBYILWEBDM-UHFFFAOYSA-N
- CAS Registry Number: 372-09-8
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
- Other names: Cyanoacetic acid; Malonic mononitrile; Monocyanoacetic acid; NCCH2COOH; 2-Cyanoacetic acid; Acide cyanacetique; USAF KF-17; Cyanessigsaeure; Kyselina kyanoctova; Cyanoethanoic acid; NSC 5571
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Reaction thermochemistry data
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Data compiled as indicated in comments:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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C3H2NO2- + =
By formula: C3H2NO2- + H+ = C3H3NO2
|rH°||1382. ± 8.8||kJ/mol||G+TS||Taft and Topsom, 1987||gas phase; B|
|rG°||1354. ± 8.4||kJ/mol||IMRE||Taft and Topsom, 1987||gas phase; B|
+ = +
By formula: C4H5NO2 + H2O = C3H3NO2 + CH4O
|rH°||-54. ± 2.||kJ/mol||Eqk||Guthrie and Cullimore, 1980||liquid phase; ALS|
Go To: Top, Reaction thermochemistry data, Notes
Taft and Topsom, 1987
Taft, R.W.; Topsom, R.D., The Nature and Analysis of Substituent Effects, Prog. Phys. Org. Chem., 1987, 16, 1. [all data]
Guthrie and Cullimore, 1980
Guthrie, J.P.; Cullimore, P.A., Effect of the acyl substituent on the equilibrium constant for hydration of esters, Can. J. Chem., 1980, 58, 1281-1294. [all data]
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
rG° Free energy of reaction at standard conditions rH° Enthalpy of reaction at standard conditions
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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