Cyclopropene, 3,3-dimethyl-
- Formula: C5H8
- Molecular weight: 68.1170
- IUPAC Standard InChI: InChI=1S/C5H8/c1-5(2)3-4-5/h3-4H,1-2H3
- IUPAC Standard InChIKey: ZHYHTHWCDOOOJU-UHFFFAOYSA-N
- CAS Registry Number: 3907-06-0
- Chemical structure:
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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:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C5H8+ (ion structure unspecified)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Proton affinity (review) | 202.6 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
| Quantity | Value | Units | Method | Reference | Comment |
| Gas basicity | 195.3 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.8 | PE | Plemenkov, Villem, et al., 1981 | LLK |
| 9.42 | PE | Plemenkov, Villem, et al., 1981 | Vertical value; LLK |
De-protonation reactions
C5H7- + =
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 382.6 ± 1.4 | kcal/mol | G+TS | Fattahi, McCarthy, et al., 2003 | gas phase; Maybe be ring-opened HCC-C(Me)2- structure; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 374.4 ± 1.3 | kcal/mol | IMRE | Fattahi, McCarthy, et al., 2003 | gas phase; Maybe be ring-opened HCC-C(Me)2- structure; 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]
Plemenkov, Villem, et al., 1981
Plemenkov, V.V.; Villem, Y.Y.; Villem, N.V.; Bolesov, I.G.; Surmina, L.S.; Yakushkina, N.I.; Formanovskii, A.A.,
Photoelectron spectra of polyalkylcyclopropenes and polyalkylcyclopropanes,
Zh. Obshch. Khim., 1981, 51, 2076. [all data]
Fattahi, McCarthy, et al., 2003
Fattahi, A.; McCarthy, R.E.; Ahmad, M.R.; Kass, S.R.,
Why does cyclopropene have the acidity of an acetylene but the bond energy of methane?,
J. Am. Chem. Soc., 2003, 125, 38, 11746-11750, https://doi.org/10.1021/ja035725s
. [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
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