Acetamide, N-methyl-

• Formula: C₃H₇NO
• Molecular weight: 73.0938
• IUPAC Standard InChI: InChI=1S/C3H7NO/c1-3(5)4-2/h1-2H3,(H,4,5) Copy

  
• IUPAC Standard InChIKey: OHLUUHNLEMFGTQ-UHFFFAOYSA-N Copy
• CAS Registry Number: 79-16-3
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Other names: Methylacetamide; Monomethylacetamide; N-Methylacetamide; CH3CONHCH3; Acetylmethylamine; N-Acetyl-N-methylamine; X 44
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• Information on this page:
  • Reaction thermochemistry data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • Ion clustering data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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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

 +  = ( • )

By formula: C₂H₃O₂^- + C₃H₇NO = (C₂H₃O₂^- • C₃H₇NO)

Bond type: Hydrogen bonds of deprotonated acids to amides

 +  = ( • )

By formula: C₄H₄N^- + C₃H₇NO = (C₄H₄N^- • C₃H₇NO)

Free energy of reaction

C₃H₆NO^- +  = (C₃H₆NO^- • )

By formula: C₃H₆NO^- + C₃H₇NO = (C₃H₆NO^- • C₃H₇NO)

Free energy of reaction

( • ) +  = ( • 2)

By formula: (C₂H₃O₂^- • C₃H₇NO) + C₃H₇NO = (C₂H₃O₂^- • 2C₃H₇NO)

Bond type: Hydrogen bonds of deprotonated acids to amides

C₃H₈NO⁺ +  = (C₃H₈NO⁺ • )

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

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

C₃H₆NO^- +  =

By formula: C₃H₆NO^- + H⁺ = C₃H₇NO

 +  = ( • )

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

Free energy of reaction

 +  = ( • )

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

 +  = ( • )

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

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.

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

Go To: Top, Reaction thermochemistry data, References

• Symbols used in this document:
  

  T	Temperature
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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