Ethylenimine
- Formula: C2H5N
- Molecular weight: 43.0678
- IUPAC Standard InChIKey: NOWKCMXCCJGMRR-UHFFFAOYSA-N
- CAS Registry Number: 151-56-4
- 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. - Other names: Aziridine; Azacyclopropane; Aziran; Dimethylenimine; Ethyleneimine; EI; Aethylenimin; Azirane; Aziridin; 1H-Azirine, dihydro-; Dihydroazirene; Dihydro-1H-azirine; Dimethyleneimine; ENT-50324; Ethyleenimine; Etilenimina; Rcra waste number P054; TL 337
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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:
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) | 216.4 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 208.5 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.2 ± 0.1 | PE | Aue, Webb, et al., 1980 | LLK |
9.3 | PE | Aue and Bowers, 1979 | LLK |
9.52 | PE | Bodor, Dewar, et al., 1970 | RDSH |
9.8 | EI | Kiser and Gallegos, 1962 | RDSH |
9.94 ± 0.15 | EI | Gallegos and Kiser, 1961 | RDSH |
9.85 | PE | Bieri, Asbrink, et al., 1982 | Vertical value; LBLHLM |
9.85 ± 0.02 | PE | Yoshikawa, Hashimoto, et al., 1974 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CH3+ | 15.5 ± 0.3 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2HN+ | 18.1 ± 0.6 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2H2+ | 16.4 ± 0.4 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2H2N+ | 17.0 ± 0.2 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2H3+ | 16.9 ± 0.3 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2H3N+ | 15.2 ± 0.3 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2H4+ | 13.3 ± 0.2 | NH | EI | Gallegos and Kiser, 1961 | RDSH |
C2H4N+ | 12.2 ± 0.1 | H | EI | Gallegos and Kiser, 1961 | RDSH |
C2N+ | 23.0 ± 0.4 | H2+3H? | EI | Gallegos and Kiser, 1961 | RDSH |
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]
Aue, Webb, et al., 1980
Aue, D.H.; Webb, H.M.; Davidson, W.R.; Vidal, M.; Bowers, M.T.; Goldwhite, H.; Vertal, L.E.; Douglas, J.E.; Kollman, P.A.; Kenyon, G.L.,
Proton affinities photoelectron spectra of three-membered-ring J. Heterocycl. Chem.,
J. Am. Chem. Soc., 1980, 102, 5151. [all data]
Aue and Bowers, 1979
Aue, D.H.; Bowers, M.T.,
Chapter 9. Stabilities of positive ions from equilibrium gas phase basicity measurements
in Ions Chemistry,, ed. M.T. Bowers, 1979. [all data]
Bodor, Dewar, et al., 1970
Bodor, N.; Dewar, M.J.S.; Jennings, W.B.; Worley, S.D.,
Photoelectron spectra of molecules-IV.Ionization potentials and heats of formation of some hydrazines and amines,
Tetrahedron, 1970, 26, 4109. [all data]
Kiser and Gallegos, 1962
Kiser, R.W.; Gallegos, E.J.,
A technique for the rapid determination of ionization and appearance potentials,
J. Phys. Chem., 1962, 66, 947. [all data]
Gallegos and Kiser, 1961
Gallegos, E.; Kiser, R.W.,
Electron impact spectroscopy of ethylene sulfide and ethylenimine,
J. Phys. Chem., 1961, 65, 1177. [all data]
Bieri, Asbrink, et al., 1982
Bieri, G.; Asbrink, L.; Von Niessen, W.,
30.4-nm He(II) photoelectron spectra of organic molecules,
J. Electron Spectrosc. Relat. Phenom., 1982, 27, 129. [all data]
Yoshikawa, Hashimoto, et al., 1974
Yoshikawa, K.; Hashimoto, M.; Morishima, I.,
Photoelectron spectroscopic study of cyclic amines. The relation between ionization potentials, basicities, and s character of the nitrogen lone pair electrons,
J. Am. Chem. Soc., 1974, 96, 288. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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