Methanimine
- Formula: CH3N
- Molecular weight: 29.0412
- IUPAC Standard InChI: InChI=1S/CH3N/c1-2/h2H,1H2
- IUPAC Standard InChIKey: WDWDWGRYHDPSDS-UHFFFAOYSA-N
- 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
The 3d structure may be viewed using Java or Javascript. - Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Gas phase ion energetics data
Go To: Top, 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) | 203.8 | 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 ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
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
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
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
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.