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Formamide, N-methyl-

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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

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Individual Reactions

C2H4NO- + Hydrogen cation = Formamide, N-methyl-

By formula: C2H4NO- + H+ = C2H5NO

Quantity Value Units Method Reference Comment
Deltar360.4 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar353.4 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale; B

pyrrolide anion + Formamide, N-methyl- = (pyrrolide anion bullet Formamide, N-methyl-)

By formula: C4H4N- + C2H5NO = (C4H4N- bullet C2H5NO)

Quantity Value Units Method Reference Comment
Deltar26. ± 2.kcal/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar31.cal/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

C2H4NO- + Formamide, N-methyl- = (C2H4NO- bullet Formamide, N-methyl-)

By formula: C2H4NO- + C2H5NO = (C2H4NO- bullet C2H5NO)

Quantity Value Units Method Reference Comment
Deltar28. ± 2.kcal/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar31.cal/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

Lithium ion (1+) + Formamide, N-methyl- = (Lithium ion (1+) bullet Formamide, N-methyl-)

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

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
39.6373.CIDCHerreros, Gal, et al., 1999RCD

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 (Mautner), 1988
Meot-Ner (Mautner), M., Models for Strong Interactions in Proteins and Enzymes. 2. Interactions of Ions with the Peptide Link and Imidazole, J. Am. Chem. Soc., 1988, 110, 10, 3075, https://doi.org/10.1021/ja00218a014 . [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]


Notes

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