Home Symbol which looks like a small house Up Solid circle with an upward pointer in it

Methanimine


Gas phase thermochemistry data

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

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

Quantity Value Units Method Reference Comment
Deltafgas16. ± 2.kcal/molIonPeerboom, Ingemann, et al., 1990Appearance potentials
Deltafgas26. ± 2.kcal/molIonGrela and Colussi, 1988 
Deltafgas26.4 ± 3.2kcal/molIonDeFrees and Hehre, 1978ion cyclotron resonance

Reaction thermochemistry data

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

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- + Hydrogen cation = Methanimine

By formula: CH2N- + H+ = CH3N

Quantity Value Units Method Reference Comment
Deltar388.3 ± 5.1kcal/molG+TSKass and DePuy, 1985gas phase
Quantity Value Units Method Reference Comment
Deltar381.0 ± 5.0kcal/molIMRBKass and DePuy, 1985gas phase

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

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

Quantity Value Units Method Reference Comment
Deltar23.7 ± 4.1kcal/molN/AMacKay, Hemsworth, et al., 1976gas phase

Gas phase ion energetics data

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

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)

Quantity Value Units Method Reference Comment
Proton affinity (review)203.8kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity195.7kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
9.97PEBock and Dammel, 1987LBLHLM
9.88 ± 0.07PITarasenko, Tishenkov, et al., 1986LBLHLM
~10.0PEPeel and Willett, 1975LLK
10.7PEBock and Dammel, 1987Vertical value; LBLHLM

De-protonation reactions

CH2N- + Hydrogen cation = Methanimine

By formula: CH2N- + H+ = CH3N

Quantity Value Units Method Reference Comment
Deltar388.3 ± 5.1kcal/molG+TSKass and DePuy, 1985gas phase; B
Quantity Value Units Method Reference Comment
Deltar381.0 ± 5.0kcal/molIMRBKass and DePuy, 1985gas phase; B

Vibrational and/or electronic energy levels

Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References, Notes

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:   ?


 Energy 
 (cm-1
 Med.   Transition   «lambda»min 
 (nm) 
 «lambda»max 
 (nm) 
 References

Tx = 40000 gas Teslja, Nizamov, et al., 2004

State:   X


Vib. 
sym. 
 No.   Approximate 
 type of mode 
 cm-1   Med.   Method   References

a' 1 NH stretch 3262.62 gas IR Hamada, Hashiguchi, et al., 1984
Halonen and Duxbury, 1985
2 CH stretch 3024.45 gas IR Halonen and Duxbury, 1985, 2
2 CH stretch 3036 w m Ar IR Milligan, 1961
Jacox and Milligan, 1975
3 CH stretch 2914.18 gas IR Hamada, Hashiguchi, et al., 1984
Halonen and Duxbury, 1985, 2
3 CH stretch 2926 m Ar IR Milligan, 1961
Jacox and Milligan, 1975
4 C=N stretch 1638.30 gas LS IR Allegrini, Johns, et al., 1979
Duxbury, Kato, et al., 1981
Hamada, Hashiguchi, et al., 1984
4 C=N stretch 1641 s Ar IR Milligan, 1961
Jacox and Milligan, 1975
5 CH2 scissors 1452.04 gas IR Duxbury, Kato, et al., 1981
Duxbury and Le Lerre, 1982
Hamada, Hashiguchi, et al., 1984
5 CH2 scissors 1453 s Ar IR Milligan, 1961
Jacox and Milligan, 1975
6 HCNH deform. 1344.27 gas IR Duxbury, Kato, et al., 1981
Duxbury and Le Lerre, 1982
Hamada, Hashiguchi, et al., 1984
6 HCNH deform. 1348 vs Ar IR Milligan, 1961
Jacox and Milligan, 1975
7 HCNH deform. 1058.18 gas IR Hamada, Hashiguchi, et al., 1984
Halonen and Duxbury, 1985, 3
Halonen, Deeley, et al., 1986
7 HCNH deform. 1059 s Ar IR Milligan, 1961
Jacox and Milligan, 1975
a 8 Torsion 1126.99 gas IR Hamada, Hashiguchi, et al., 1984
Duxbury and Le Lerre, 1984
Halonen and Duxbury, 1985, 3
Halonen, Deeley, et al., 1986
8 Torsion 1123 vs Ar IR Milligan, 1961
Jacox and Milligan, 1975
9 H2CN OPLA 1060.76 gas IR Hamada, Hashiguchi, et al., 1984
Halonen and Duxbury, 1985, 3
Halonen, Deeley, et al., 1986
9 H2CN OPLA 1063 m Ar IR Milligan, 1961
Jacox and Milligan, 1975

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

wWeak
mMedium
sStrong
vsVery strong
xEnergy separation between the band maximum of the excited electronic state and the v = 0 level of the ground state.

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 «nu»1 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 «mu»m 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 «nu»4 fundamental band of CH2NH at 6.1 «mu»m, 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 «nu»5 and «nu»6 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 «mu»m 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 «nu»7, «nu»8, and «nu»9 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 «mu»m region, the «nu»8 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