Cyclopentane, methylene-
- Formula: C6H10
- Molecular weight: 82.1436
- IUPAC Standard InChIKey: NFJPEKRRHIYYES-UHFFFAOYSA-N
- CAS Registry Number: 1528-30-9
- 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: Methylenecyclopentane; 1-Methylenecyclopentane
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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:
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 C6H10+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 198.9 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 192.0 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.70 ± 0.05 | EI | Wolkoff and Holmes, 1979 | LLK |
8.96 ± 0.02 | PE | Bieri, Burger, et al., 1977 | LLK |
7.2 | EI | Shikhmamedbekova, Aslanov, et al., 1970 | RDSH |
9.26 ± 0.05 | EI | Praet, 1970 | RDSH |
8.55 ± 0.01 | PI | Praet, 1970 | RDSH |
8.51 ± 0.01 | PE | Praet and Delwiche, 1970 | RDSH |
8.94 ± 0.01 | PI | Demeo and El-Sayed, 1970 | RDSH |
9.05 ± 0.02 | EI | Winters and Collins, 1969 | RDSH |
9.14 | PE | Wiberg, Ellison, et al., 1976 | Vertical value; LLK |
Appearance energy determinations
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]
Wolkoff and Holmes, 1979
Wolkoff, P.; Holmes, J.L.,
Isomeric cyclic [C6H10]+ ions. The energy barrier to ring opening,
Can. J. Chem., 1979, 57, 348. [all data]
Bieri, Burger, et al., 1977
Bieri, G.; Burger, F.; Heilbronner, E.; Maier, J.P.,
Valence ionization enrgies of hydrocarbons,
Helv. Chim. Acta, 1977, 60, 2213. [all data]
Shikhmamedbekova, Aslanov, et al., 1970
Shikhmamedbekova, A.Z.; Aslanov, F.A.; Gadzhiev, M.M.; Gulamova, T.E.; Akhmedova, F.N.,
Mass spectrometric study of methylene cycloalkenes,
Dokl. Phys. Chem., 1970, 26, 34. [all data]
Praet, 1970
Praet, M.-Th.,
Ionisation et dissociation du 1-methyl-cyclopentene, du methylenecyclopentane et de quelques isomeres par impact d'electrons et de photons,
Org. Mass Spectrom., 1970, 4, 65. [all data]
Praet and Delwiche, 1970
Praet, M.-T.; Delwiche, J.,
Ionization energies of some cyclic molecules,
Chem. Phys. Lett., 1970, 5, 546. [all data]
Demeo and El-Sayed, 1970
Demeo, D.A.; El-Sayed, M.A.,
Ionization potential and structure of olefins,
J. Chem. Phys., 1970, 52, 2622. [all data]
Winters and Collins, 1969
Winters, R.E.; Collins, J.H.,
Mass spectrometric studies of structural isomers. II.Mono- and bicyclic C6H10 molecules,
Org. Mass Spectrom., 1969, 2, 299. [all data]
Wiberg, Ellison, et al., 1976
Wiberg, K.B.; Ellison, G.B.; Wendoloski, J.J.; Brundle, C.R.; Kuebler, N.A.,
Electronic states of organic molecules. 3. Photoelectron spectra of cycloalkenes and methylenecycloalkanes,
J. Am. Chem. Soc., 1976, 98, 7179. [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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