Quinuclidine
- Formula: C7H13N
- Molecular weight: 111.1848
- IUPAC Standard InChIKey: SBYHFKPVCBCYGV-UHFFFAOYSA-N
- CAS Registry Number: 100-76-5
- 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: 1-Azabicyclo[2.2.2]octane; 1,4-Ethylenepiperidine; 4-Azabicyclo[2.2.2]octane
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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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 983.3 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 952.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.5 | PE | Aue and Bowers, 1979 | LLK |
7.5 ± 0.1 | PE | Aue, Webb, et al., 1976 | LLK |
7.50 ± 0.09 | PE | Aue, Webb, et al., 1975 | LLK |
8.0 | PE | Aue and Bowers, 1979 | Vertical value; LLK |
8.06 ± 0.015 | PE | Bieri and Heilbronner, 1974 | Vertical value; LLK |
8.02 | PE | Bischof, Hashmall, et al., 1969 | Vertical value; 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 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]
Aue, Webb, et al., 1976
Aue, D.H.; Webb, H.M.; Bowers, M.T.,
Quantitative proton affinities, ionization potentials, and hydrogen affinities of alkylamines,
J. Am. Chem. Soc., 1976, 98, 311. [all data]
Aue, Webb, et al., 1975
Aue, D.H.; Webb, H.M.; Bowers, M.T.,
Photoelectron spectrum and gas-phase basicity of manxine. Evidence for a planar bridgehead nitrogen,
J. Am. Chem. Soc., 1975, 97, 4136. [all data]
Bieri and Heilbronner, 1974
Bieri, G.; Heilbronner, E.,
Der einfluss von substituenten in stellung 4 auf das n-ionisations- zpotenial des chinuclidins,
Helv. Chim. Acta, 1974, 57, 546. [all data]
Bischof, Hashmall, et al., 1969
Bischof, P.; Hashmall, J.A.; Heilbronner, E.; Hornung, V.,
Nitrogen lone pair interaction in 1,4-diaza-bicyclo[2.2.2]octane (DABCO),
Tetrahedron Lett., 1969, 4025. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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