N-Methyl methanimine


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

Quantity Value Units Method Reference Comment
Δfgas11. ± 2.kcal/molIonPeerboom, Ingemann, et al., 1990Appearance potentials

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)

Quantity Value Units Method Reference Comment
Proton affinity (review)211.4kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity203.7kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
9.3PEBock and Dammel, 1987LBLHLM
9.4PEFrost, MacDonald, et al., 1978LLK
9.8 ± 0.1EIFisher and Henderson, 1967RDSH
10.0PEBock and Dammel, 1987Vertical value; LBLHLM
9.90 ± 0.02PEFrost, MacDonald, et al., 1978Vertical value; LLK

De-protonation reactions

C2H4N- + Hydrogen cation = C2H5N

By formula: C2H4N- + H+ = C2H5N

Quantity Value Units Method Reference Comment
Δr384.6 ± 5.1kcal/molG+TSKass and DePuy, 1985gas phase; B
Quantity Value Units Method Reference Comment
Δr378.0 ± 5.0kcal/molIMRBKass and DePuy, 1985gas phase; B

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.

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]

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]

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]


Notes

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