Methanimine

• Formula: CH₃N
• Molecular weight: 29.0412
• IUPAC Standard InChI: InChI=1S/CH3N/c1-2/h2H,1H2 Copy

  
• IUPAC Standard InChIKey: WDWDWGRYHDPSDS-UHFFFAOYSA-N Copy
• CAS Registry Number: 2053-29-4
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• 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

CH₂N^- +  =

By formula: CH₂N^- + H⁺ = CH₃N

(CAS Reg. No. 54448-39-4 • 4294967295) +  = CAS Reg. No. 54448-39-4

By formula: (CAS Reg. No. 54448-39-4 • 4294967295CH₃N) + CH₃N = CAS Reg. No. 54448-39-4

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

View reactions leading to CH₃N⁺ (ion structure unspecified)

Ionization energy determinations

De-protonation reactions

CH₂N^- +  =

By formula: CH₂N^- + H⁺ = CH₃N

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:   ?

State:   X

Additional references: Jacox, 1994, page 234; Milligan and Jacox, 1963; Johnson and Lovas, 1972; Kirchhoff, Johnson, et al., 1973; Pearson and Lovas, 1977; Margules, Demaison, et al., 2006

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]

Grela and Colussi, 1988
Grela, M.A.; Colussi, A.J., Decomposition of methylamino and aminomethyl radicals. The heats of formation of methyleneimine (CH₂=NH) and hydrazyl (N₂H₃) radical, Int. J. Chem. Kinet., 1988, 20, 713-718. [all data]

DeFrees and Hehre, 1978
DeFrees, D.J.; Hehre, W.J., Methyleneimine, J. Phys. Chem., 1978, 82, 391-393. [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]

Tarasenko, Tishenkov, et al., 1986
Tarasenko, N.A.; Tishenkov, A.A.; Zaikin, V.G.; Volkova, V.V.; Gusel'nikov, L.E., Adiabatic ionization energy of methylenimine, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1986, 10, 2196. [all data]

Peel and Willett, 1975
Peel, J.B.; Willett, G.D., Photoelectron spectrum of methylenimine by spectrum stripping, J. Chem. Soc. Faraday Trans. 2, 1975, 71, 1799. [all data]

Teslja, Nizamov, et al., 2004
Teslja, A.; Nizamov, B.; Dagdigian, P.J., The Electronic Spectrum of Methyleneimine, J. Phys. Chem. A, 2004, 108, 20, 4433, https://doi.org/10.1021/jp037938+ . [all data]

Hamada, Hashiguchi, et al., 1984
Hamada, Y.; Hashiguchi, K.; Tsuboi, M.; Koga, Y.; Kondo, S., Pyrolysis of amines: Infrared spectrum of methyleneimine, J. Mol. Spectrosc., 1984, 105, 1, 70, https://doi.org/10.1016/0022-2852(84)90104-8 . [all data]

Halonen and Duxbury, 1985
Halonen, L.; Duxbury, G., Fourier transform infrared spectrum of CH2NH: The ν1 band, Chem. Phys. Lett., 1985, 118, 3, 246, https://doi.org/10.1016/0009-2614(85)85309-4 . [all data]

Halonen and Duxbury, 1985, 2
Halonen, L.; Duxbury, G., High resolution infrared spectrum of methyleneimine, CH2NH,in the 3 μm region, J. Chem. Phys., 1985, 83, 5, 2091, https://doi.org/10.1063/1.449351 . [all data]

Milligan, 1961
Milligan, D.E., Infrared Spectroscopic Study of the Photolysis of Methyl Azide and Methyl-d3 Azide in Solid Argon and Carbon Dioxide, J. Chem. Phys., 1961, 35, 4, 1491, https://doi.org/10.1063/1.1732070 . [all data]

Jacox and Milligan, 1975
Jacox, M.E.; Milligan, D.E., The infrared spectrum of methylenimine, J. Mol. Spectrosc., 1975, 56, 3, 333, https://doi.org/10.1016/0022-2852(75)90122-8 . [all data]

Allegrini, Johns, et al., 1979
Allegrini, M.; Johns, J.W.C.; McKellar, A.R.W., Laser Stark spectroscopy of the ν4 fundamental band of CH2NH at 6.1 μm, J. Chem. Phys., 1979, 70, 6, 2829, https://doi.org/10.1063/1.437815 . [all data]

Duxbury, Kato, et al., 1981
Duxbury, G.; Kato, H.; Le Lerre, M.L., Laser Stark and interferometric studies of thioformaldehyde and methyleneimine, Discuss. Faraday Soc., 1981, 71, 97, https://doi.org/10.1039/dc9817100097 . [all data]

Duxbury and Le Lerre, 1982
Duxbury, G.; Le Lerre, M.L., Fourier transform infrared spectra of CH2NH: The ν5 and ν6 bands, J. Mol. Spectrosc., 1982, 92, 2, 326, https://doi.org/10.1016/0022-2852(82)90106-0 . [all data]

Halonen and Duxbury, 1985, 3
Halonen, L.; Duxbury, G., The Fourier transform infrared spectrum of methyleneimine in the 10 μm region, J. Chem. Phys., 1985, 83, 5, 2078, https://doi.org/10.1063/1.449350 . [all data]

Halonen, Deeley, et al., 1986
Halonen, L.; Deeley, C.M.; Mills, I.M., Intensities in the ν7, ν8, and ν9 bands of CH2NH and the harmonic force field of methyleneimine, J. Chem. Phys., 1986, 85, 2, 692, https://doi.org/10.1063/1.451274 . [all data]

Duxbury and Le Lerre, 1984
Duxbury, G.; Le Lerre, M.L., High-resolution IR spectra of methyleneimine (CH2NH) in the 10 μm region, the ν8 band, Infrared Phys., 1984, 24, 2-3, 261, https://doi.org/10.1016/0020-0891(84)90080-0 . [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]

Milligan and Jacox, 1963
Milligan, D.E.; Jacox, M.E., Infrared Spectroscopic Evidence for the Species HNC, J. Chem. Phys., 1963, 39, 3, 712, https://doi.org/10.1063/1.1734312 . [all data]

Johnson and Lovas, 1972
Johnson, D.R.; Lovas, F.J., Microwave detection of the molecular transient methyleneimine (CH2=NH), Chem. Phys. Lett., 1972, 15, 1, 65, https://doi.org/10.1016/0009-2614(72)87017-9 . [all data]

Kirchhoff, Johnson, et al., 1973
Kirchhoff, W.H.; Johnson, D.R.; Lovas, F.J., Microwave Spectra of Molecules of Astrophysical Interest: II Methylenimine, J. Phys. Chem. Ref. Data, 1973, 2, 1, 1, https://doi.org/10.1063/1.3253110 . [all data]

Pearson and Lovas, 1977
Pearson, R., Jr.; Lovas, F.J., Microwave spectrum and molecular structure of methylenimine (CH2NH), J. Chem. Phys., 1977, 66, 9, 4149, https://doi.org/10.1063/1.434490 . [all data]

Margules, Demaison, et al., 2006
Margules, L.; Demaison, J.; Streeja, P.B.; Guillemin, J.-C., Submillimeterwave spectrum of CH2PH and equilibrium structures of CH2PH and CH2NH, J. Mol. Spectrosc., 2006, 238, 2, 234, https://doi.org/10.1016/j.jms.2006.05.008 . [all data]

Notes

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

• 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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