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Formamide

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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
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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Individual Reactions

CH2NO- + Hydrogen cation = Formamide

By formula: CH2NO- + H+ = CH3NO

Quantity Value Units Method Reference Comment
Deltar1505. ± 8.8kJ/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar1476. ± 8.4kJ/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale; B

CH6N+ + Formamide = (CH6N+ bullet Formamide)

By formula: CH6N+ + CH3NO = (CH6N+ bullet CH3NO)

Bond type: Hydrogen bonds of the type NH+-O between organics

Quantity Value Units Method Reference Comment
Deltar126.kJ/molPHPMSMeot-Ner, 1984gas phase; M
Deltar126.kJ/molPHPMSMeot-Ner, 1984, 2gas phase; M

Lithium ion (1+) + Formamide = (Lithium ion (1+) bullet Formamide)

By formula: Li+ + CH3NO = (Li+ bullet CH3NO)

Free energy of reaction

DeltarG° (kJ/mol) T (K) Method Reference Comment
157.373.CIDCHerreros, Gal, et al., 1999RCD

Formamide = Carbon monoxide + Ammonia

By formula: CH3NO = CO + H3N

Quantity Value Units Method Reference Comment
Deltar29.4kJ/molEqkBauder and Gunthard, 1958gas phase; ALS

References

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

Taft, 1987
Taft, R.W., The Nature and Analysis of Substitutent Electronic Effects, Personal communication. See also Prog. Phys. Org. Chem., 1987, 16, 1. [all data]

Meot-Ner, 1984
Meot-Ner, (Mautner)M., The Ionic Hydrogen Bond and Ion Solvation. 1. -NH+ O-, -NH+ N- and -OH+ O- Bonds. Correlations with Proton Affinity. Deviations Due to Structural Effects, J. Am. Chem. Soc., 1984, 106, 5, 1257, https://doi.org/10.1021/ja00317a015 . [all data]

Meot-Ner, 1984, 2
Meot-Ner, (Mautner), The Ionic Hydrogen Bond. 4. Intramolecular and Multiple Bonds. Proton Affinities, Hydration and Complexes of Amides and Amino Acid Derivatives, J. Am. Chem. Soc., 1984, 106, 2, 278, https://doi.org/10.1021/ja00314a003 . [all data]

Herreros, Gal, et al., 1999
Herreros, M.; Gal, J.-F.; Maria, P.-C.; Decouzon, M., Gas-Phase Basicity of Simple Amides Toward Proton and Lithium Cation: An Experimental and Theoretical Study, Eur. J. Mass Spectrom., 1999, 5, 1, 259, https://doi.org/10.1255/ejms.282 . [all data]

Bauder and Gunthard, 1958
Bauder, A.; Gunthard, Hs.H., Thermodynamische Eigenschaften von Formamid, Helv. Chim. Acta, 1958, 41, 670-673. [all data]


Notes

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