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Acetamide

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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
RCD - Robert C. Dunbar

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

C2H4NO- + Hydrogen cation = Acetamide

By formula: C2H4NO- + H+ = C2H5NO

Quantity Value Units Method Reference Comment
Deltar1515. ± 8.8kJ/molG+TSDecouzon, Exner, et al., 1990gas phase; value altered from reference due to change in acidity scale; B
Deltar1500. ± 5.0kJ/molEIAEMuftakhov, Vasil'ev, et al., 1999gas phase; B
Quantity Value Units Method Reference Comment
Deltar1485. ± 8.4kJ/molIMREDecouzon, Exner, et al., 1990gas phase; value altered from reference due to change in acidity scale; B

Diacetamide + Water = Acetamide + Acetic acid

By formula: C4H7NO2 + H2O = C2H5NO + C2H4O2

Quantity Value Units Method Reference Comment
Deltar-18.1 ± 0.2kJ/molCmHill and Wadso, 1968solid phase; Heat of hydrolysis; ALS
Deltar-18.1 ± 0.2kJ/molCmWadso, 1965solid phase; Heat of hydrolysis; ALS

C2H4NO- + Hydrogen cation = Acetamide

By formula: C2H4NO- + H+ = C2H5NO

Quantity Value Units Method Reference Comment
Deltar1561. ± 13.kJ/molG+TSHare, Marimanikkuppam, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Deltar1527. ± 13.kJ/molIMRBHare, Marimanikkuppam, et al., 2001gas phase; B

N,N,N-Triacetylamine + 2Water = Acetamide + 2Acetic acid

By formula: C6H9NO3 + 2H2O = C2H5NO + 2C2H4O2

Quantity Value Units Method Reference Comment
Deltar-103.5 ± 0.08kJ/molCmHill and Wadso, 1968liquid phase; Heat of hydrolysis; ALS

Acetamide + Water = Acetic acid + Ammonia

By formula: C2H5NO + H2O = C2H4O2 + H3N

Quantity Value Units Method Reference Comment
Deltar76.1 ± 1.4kJ/molCmHill and Wadso, 1968solid phase; Heat of hydrolysis; ALS

Sodium hydroxide + Acetamide = Acetic acid, sodium salt + Ammonia

By formula: HNaO + C2H5NO = C2H3NaO2 + H3N

Quantity Value Units Method Reference Comment
Deltar-45.6kJ/molCmCalvet, 1933solid phase; Heat of hydrolysis; ALS

Sodium ion (1+) + Acetamide = (Sodium ion (1+) bullet Acetamide)

By formula: Na+ + C2H5NO = (Na+ bullet C2H5NO)

Quantity Value Units Method Reference Comment
Deltar145.kJ/molCIDTKlassen, Anderson, et al., 1996RCD

Potassium ion (1+) + Acetamide = (Potassium ion (1+) bullet Acetamide)

By formula: K+ + C2H5NO = (K+ bullet C2H5NO)

Quantity Value Units Method Reference Comment
Deltar124.kJ/molCIDTKlassen, Anderson, et al., 1996RCD

References

Go To: Top, Reaction thermochemistry data, Notes

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

Decouzon, Exner, et al., 1990
Decouzon, M.; Exner, O.; Gal, J.-F.; Maria, P.-C., The Gas-Phase Acidity and the Acidic Site of Acetohydroxamic Acid: an FT-ICR Study, J. Org. Chem., 1990, 55, 13, 3980, https://doi.org/10.1021/jo00300a007 . [all data]

Muftakhov, Vasil'ev, et al., 1999
Muftakhov, M.V.; Vasil'ev, Y.V.; Mazunov, V.A., Determination of electron affinity of carbonyl radicals by means of negative ion mass spectrometry, Rapid Commun. Mass Spectrom., 1999, 13, 12, 1104-1108, https://doi.org/10.1002/(SICI)1097-0231(19990630)13:12<1104::AID-RCM619>3.0.CO;2-C . [all data]

Hill and Wadso, 1968
Hill, J.O.; Wadso, I., Some thermochemical properties of N,N,N-triacetylammonia, Acta Chem. Scand., 1968, 22, 1590-1594. [all data]

Wadso, 1965
Wadso, I., Thermochemical properties of diacetimide, N-butyldiacetimide and N-phenyldiacetimide, Acta Chem. Scand., 1965, 19, 1079-1087. [all data]

Hare, Marimanikkuppam, et al., 2001
Hare, M.C.; Marimanikkuppam, S.S.; Kass, S.R., Acetamide enolate: formation, reactivity, and proton affinity, Int. J. Mass Spectrom., 2001, 210, 153-163, https://doi.org/10.1016/S1387-3806(01)00397-9 . [all data]

Calvet, 1933
Calvet, E., Mesures thermochimiques directes en chimie organique vitesses et chaleurs de saponification des amides. II.-Mesures effectuees et resultats obtenus, J. Chim. Phys., 1933, 30, 140-146. [all data]

Klassen, Anderson, et al., 1996
Klassen, J.S.; Anderson, S.G.; Blades, A.T.; Kebarle, P., Reaction Enthalpies for M+L = M+ + L, Where M+ = Na+ and K+ and L = Acetamide, N-Methylacetamide, N,N-Dimethylacetamide, Glycine, and Glycylglycine, from Determinations of the Collision-Induced Dissociation Thresholds, J. Phys. Chem., 1996, 100, 33, 14218, https://doi.org/10.1021/jp9608382 . [all data]


Notes

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