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Acetic acid, cyano-


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
Deltafsolid-355.6kJ/molCcbGuinchant, 1918Author hf288_condensed[kcal/mol]=-87.2 kcal/mol
Quantity Value Units Method Reference Comment
Deltacsolid-1254.kJ/molCcbGuinchant, 1918Author hf288_condensed[kcal/mol]=-87.2 kcal/mol

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: Robert L. Brown and Stephen E. Stein

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference
381.20.0003Aldrich Chemical Company Inc., 1990

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 as indicated in comments:
B - John E. Bartmess
ALS - 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

C3H2NO2- + Hydrogen cation = Acetic acid, cyano-

By formula: C3H2NO2- + H+ = C3H3NO2

Quantity Value Units Method Reference Comment
Deltar1382. ± 8.8kJ/molG+TSTaft and Topsom, 1987gas phase; B
Quantity Value Units Method Reference Comment
Deltar1354. ± 8.4kJ/molIMRETaft and Topsom, 1987gas phase; B

Acetic acid, cyano-, methyl ester + Water = Acetic acid, cyano- + Methyl Alcohol

By formula: C4H5NO2 + H2O = C3H3NO2 + CH4O

Quantity Value Units Method Reference Comment
Deltar-54. ± 2.kJ/molEqkGuthrie and Cullimore, 1980liquid phase; ALS

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 by: John E. Bartmess

De-protonation reactions

C3H2NO2- + Hydrogen cation = Acetic acid, cyano-

By formula: C3H2NO2- + H+ = C3H3NO2

Quantity Value Units Method Reference Comment
Deltar1382. ± 8.8kJ/molG+TSTaft and Topsom, 1987gas phase
Quantity Value Units Method Reference Comment
Deltar1354. ± 8.4kJ/molIMRETaft and Topsom, 1987gas phase

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director


Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center, 1992
NIST MS number 125245

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References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), NIST Free Links, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Guinchant, 1918
Guinchant, M.J., Etude sur la fonction acide dans les derives metheniques et methiniques, Ann. Chem., 1918, 10, 30-84. [all data]

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]

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]


Notes

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