Methanimine
- Formula: CH3N
- Molecular weight: 29.0412
- IUPAC Standard InChIKey: WDWDWGRYHDPSDS-UHFFFAOYSA-N
- CAS Registry Number: 2053-29-4
- Chemical structure:
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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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 16. ± 2. | kcal/mol | Ion | Peerboom, Ingemann, et al., 1990 | Appearance potentials |
ΔfH°gas | 26. ± 2. | kcal/mol | Ion | Grela and Colussi, 1988 | |
ΔfH°gas | 26.4 ± 3.2 | kcal/mol | Ion | DeFrees and Hehre, 1978 | ion cyclotron resonance |
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- + =
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 388.3 ± 5.1 | kcal/mol | G+TS | Kass and DePuy, 1985 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 381.0 ± 5.0 | kcal/mol | IMRB | Kass and DePuy, 1985 | gas phase |
(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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 23.7 ± 4.1 | kcal/mol | N/A | MacKay, Hemsworth, et al., 1976 | gas phase |
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)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 203.8 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 195.7 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.97 | PE | Bock and Dammel, 1987 | LBLHLM |
9.88 ± 0.07 | PI | Tarasenko, Tishenkov, et al., 1986 | LBLHLM |
~10.0 | PE | Peel and Willett, 1975 | LLK |
10.7 | PE | Bock and Dammel, 1987 | Vertical value; LBLHLM |
De-protonation reactions
CH2N- + =
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 388.3 ± 5.1 | kcal/mol | G+TS | Kass and DePuy, 1985 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 381.0 ± 5.0 | kcal/mol | IMRB | Kass and DePuy, 1985 | gas phase; B |
References
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, 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]
Notes
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, 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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