Azetidine
- Formula: C3H7N
- Molecular weight: 57.0944
- IUPAC Standard InChIKey: HONIICLYMWZJFZ-UHFFFAOYSA-N
- CAS Registry Number: 503-29-7
- 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: Azacyclobutane; Azete, tetrahydro-; Trimethylenimine; 1,3-Propylenimine; Trimethylene imine
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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
LL - Sharon G. Lias and Joel F. Liebman
View reactions leading to C3H7N+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 225.5 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 217.2 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.63 ± 0.02 | PI | Tarasenko, Tishenkov, et al., 1986 | LBLHLM |
8.3 | PE | Aue and Bowers, 1979 | LLK |
8.9 | EI | Kiser and Gallegos, 1962 | RDSH |
9.1 ± 0.15 | EI | Gallegos and Kiser, 1962 | RDSH |
9.04 ± 0.02 | PE | Yoshikawa, Hashimoto, et al., 1974 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CH2N+ | 9.98 ± 0.02 | C2H5 | PI | Tarasenko, Tishenkov, et al., 1986 | LBLHLM |
CH2N+ | 13.1 ± 0.2 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
CH3+ | 14.4 ± 1.0 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
CH3N+ | 10.46 ± 0.05 | C2H4 | EI | Holmes, Lossing, et al., 1992 | LL |
CH3N+ | 10.32 ± 0.08 | C2H4 | PI | Tarasenko, Tishenkov, et al., 1986 | LBLHLM |
CH3N+ | 10.46 ± 0.05 | C2H4 | EI | Burgers, Holmes, et al., 1984 | LBLHLM |
CH4N+ | 12.3 ± 0.2 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C2H2+ | 16.6 ± 0.5 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C2H4N+ | 11.9 ± 0.2 | CH3 | EI | Gallegos and Kiser, 1962 | RDSH |
C3H6N+ | 11.4 ± 0.2 | H | EI | Gallegos and Kiser, 1962 | 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]
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]
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]
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, 1962
Gallegos, E.J.; Kiser, R.W.,
Electron impact spectroscopy of the four- and five-membered, saturated heterocyclic compounds containing nitrogen, oxygen and sulfur,
J. Phys. Chem., 1962, 66, 136. [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]
Holmes, Lossing, et al., 1992
Holmes, J.L.; Lossing, F.P.; Mayer, P.M.,
Concerning the heats of formation of CH2NH and CH2NH+,
Chem. Phys. Lett., 1992, 198, 211. [all data]
Burgers, Holmes, et al., 1984
Burgers, P.C.; Holmes, J.L.; Terlouw, J.K.,
Gaseous [H2,C,N]+ and [H3,C,N]+ ions. Generation of formation, and dissociation characteristics of [H2CN]+, [HCNH]+, [CNH2]+, [H2CNH]+, and [HCN]+,
J. Am. Chem. Soc., 1984, 106, 2762. [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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