N-Methyl methanimine

• Formula: C₂H₅N
• Molecular weight: 43.0678
• CAS Registry Number: 1761-67-7
• Information on this page:
  • Gas phase thermochemistry data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • Vibrational and/or electronic energy levels
  • References
  • Notes
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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Gas phase 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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 by: John E. Bartmess

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

C₂H₄N^- +  = C₂H₅N

By formula: C₂H₄N^- + H⁺ = C₂H₅N

(CAS Reg. No. 34285-60-4 • 4294967295C₂H₅N) + C₂H₅N = CAS Reg. No. 34285-60-4

By formula: (CAS Reg. No. 34285-60-4 • 4294967295C₂H₅N) + C₂H₅N = CAS Reg. No. 34285-60-4

Gas phase ion energetics 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C₂H₅N⁺ (ion structure unspecified)

Ionization energy determinations

De-protonation reactions

C₂H₄N^- +  = C₂H₅N

By formula: C₂H₄N^- + H⁺ = C₂H₅N

Vibrational and/or electronic energy levels

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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 by: Marilyn E. Jacox

State:   X

Additional references: Jacox, 1994, page 375

Notes

References

Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Vibrational and/or electronic energy levels, Notes

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

Peerboom, Ingemann, et al., 1990
Peerboom, R.A.L.; Ingemann, S.; Nibbering, N.M.M.; Liebman, J.F., Proton affinities and heats of formation of the imines CH₂=NH, CH₂=NMe and PhCH=NH, J. Chem. Soc. Perkin Trans. 2, 1990, 1825-1828. [all data]

Kass and DePuy, 1985
Kass, S.R.; DePuy, C.H., Gas phase ion chemistry of azides. The generation of CH=N^- and CH₂=NCH₂^-, J. Org. Chem., 1985, 50, 2874. [all data]

MacKay, Hemsworth, et al., 1976
MacKay, G.J.; Hemsworth, R.S.; Bohme, D.K., Absolute gas-phase acidities of CH₃NH₂, C₂H₅NH₂, (CH₃)₂NH, and (CH₃)₃N, Can. J. Chem., 1976, 54, 1624. [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Bock and Dammel, 1987
Bock, H.; Dammel, R., Methanimine RR"C=NR": Darstellung und photoelektronen-spektren, J. Am. Chem. Soc., 1987, 120, 1961. [all data]

Frost, MacDonald, et al., 1978
Frost, D.C.; MacDonald, B.; McDowell, C.A.; Westwood, N.P.C., Pyrolysis of trimethyl hexahydro-s-triazines. The photoelectron spectra of N-methylmethylenimine, CH₂=NCH₃, and C-methyl- methylenimine, CH₃CH=NH, J. Electron Spectrosc. Relat. Phenom., 1978, 14, 379. [all data]

Fisher and Henderson, 1967
Fisher, I.P.; Henderson, E., Mass spectrometry of free radicals, J. Chem. Soc. Faraday Trans., 1967, 63, 1342. [all data]

Stolkin, Ha, et al., 1977
Stolkin, I.; Ha, T.-K.; Gunthard, H.H., N-methylmethyleneimine and ethylideneimine: Gas- and matrix-infrared spectra, AB initio calculations and thermodynamic properties, Chem. Phys., 1977, 21, 3, 327, https://doi.org/10.1016/0301-0104(77)85189-6 . [all data]

Hinze and Curl, 1964
Hinze, J.; Curl, R.F., Jr., None, J. Am. Chem. Soc., 1964, 86, 23, 5068, https://doi.org/10.1021/ja01077a004 . [all data]

Machara and Ault, 1987
Machara, N.P.; Ault, B.S., 193 nm Excimer laser photochemistry in cryogenic matrices: synthesis of N-methylmethyleneimine, Chem. Phys. Lett., 1987, 140, 4, 411, https://doi.org/10.1016/0009-2614(87)80757-1 . [all data]

Sastry and Curl, 1964
Sastry, K.V.L.N.; Curl, R.F., Jr., Microwave Spectrum of N-Methyl Methylenimine, J. Chem. Phys., 1964, 41, 1, 77, https://doi.org/10.1063/1.1725653 . [all data]

Yu and Duxbury, 1992
Yu, G.; Duxbury, G., High-resolution diode laser spectroscopy of the ν16 band of N-methylmethylenimine, J. Mol. Spectrosc., 1992, 155, 1, 105, https://doi.org/10.1016/0022-2852(92)90551-X . [all data]

Jacox, 1994
Jacox, M.E., Vibrational and electronic energy levels of polyatomic transient molecules, American Chemical Society, Washington, DC, 1994, 464. [all data]

Notes

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• Symbols used in this document:
  

  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

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