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Acetamide, 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

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

MeCO2 anion + Acetamide, N-methyl- = (MeCO2 anion bullet Acetamide, N-methyl-)

By formula: C2H3O2- + C3H7NO = (C2H3O2- bullet C3H7NO)

Bond type: Hydrogen bonds of deprotonated acids to amides

Quantity Value Units Method Reference Comment
Deltar106. ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar115.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar72.0 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B

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

By formula: C4H4N- + C3H7NO = (C4H4N- bullet C3H7NO)

Quantity Value Units Method Reference Comment
Deltar110.kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar130.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

Free energy of reaction

DeltarG° (kJ/mol) T (K) Method Reference Comment
49.8497.PHPMSMeot-Ner (Mautner), 1988gas phase; M

C3H6NO- + Acetamide, N-methyl- = (C3H6NO- bullet Acetamide, N-methyl-)

By formula: C3H6NO- + C3H7NO = (C3H6NO- bullet C3H7NO)

Quantity Value Units Method Reference Comment
Deltar110.kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar130.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

Free energy of reaction

DeltarG° (kJ/mol) T (K) Method Reference Comment
52.3497.PHPMSMeot-Ner (Mautner), 1988gas phase; M

(MeCO2 anion bullet Acetamide, N-methyl-) + Acetamide, N-methyl- = (MeCO2 anion bullet 2Acetamide, N-methyl-)

By formula: (C2H3O2- bullet C3H7NO) + C3H7NO = (C2H3O2- bullet 2C3H7NO)

Bond type: Hydrogen bonds of deprotonated acids to amides

Quantity Value Units Method Reference Comment
Deltar73.6kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar91.2J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

C3H8NO+ + Acetamide, N-methyl- = (C3H8NO+ bullet Acetamide, N-methyl-)

By formula: C3H8NO+ + C3H7NO = (C3H8NO+ bullet C3H7NO)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity Value Units Method Reference Comment
Deltar125.kJ/molPHPMSMeot-Ner, 1984gas phase; M
Quantity Value Units Method Reference Comment
Deltar98.7J/mol*KPHPMSMeot-Ner, 1984gas phase; M

C3H6NO- + Hydrogen cation = Acetamide, N-methyl-

By formula: C3H6NO- + H+ = C3H7NO

Quantity Value Units Method Reference Comment
Deltar1514. ± 9.2kJ/molG+TSDecouzon, Exner, et al., 1990gas phase; B
Quantity Value Units Method Reference Comment
Deltar1483. ± 8.4kJ/molIMREDecouzon, Exner, et al., 1990gas phase; B

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

By formula: Li+ + C3H7NO = (Li+ bullet C3H7NO)

Free energy of reaction

DeltarG° (kJ/mol) T (K) Method Reference Comment
173.373.CIDT,ICRHerreros, Gal, et al., 1999RCD

Sodium ion (1+) + Acetamide, N-methyl- = (Sodium ion (1+) bullet Acetamide, N-methyl-)

By formula: Na+ + C3H7NO = (Na+ bullet C3H7NO)

Quantity Value Units Method Reference Comment
Deltar149.kJ/molCIDTKlassen, Anderson, et al., 1996RCD

Potassium ion (1+) + Acetamide, N-methyl- = (Potassium ion (1+) bullet Acetamide, N-methyl-)

By formula: K+ + C3H7NO = (K+ bullet C3H7NO)

Quantity Value Units Method Reference Comment
Deltar127.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.

Meot-ner, 1988
Meot-ner, M., Ionic Hydrogen Bond and Ion Solvation. 6. Interaction Energies of the Acetate Ion with Organic Molecules. Comparison of CH3COO- with Cl-, CN-, and SH-, J. Am. Chem. Soc., 1988, 110, 12, 3854, https://doi.org/10.1021/ja00220a022 . [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]

Meot-Ner, 1984
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]

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]

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]

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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