Cyclohexene, 3-methyl-

Formula: C₇H₁₂
Molecular weight: 96.1702
IUPAC Standard InChI: InChI=1S/C7H12/c1-7-5-3-2-4-6-7/h3,5,7H,2,4,6H2,1H3
IUPAC Standard InChIKey: UZPWKTCMUADILM-UHFFFAOYSA-N
CAS Registry Number: 591-48-0
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Stereoisomers:
- (+)-(R)-3-methylcyclohexene
Other names: 3-Methyl-1-cyclohexene; 3-Methylcyclohexene; 3-Methylcyclohex-1-ene; 3-Methylcyclohexene-1
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Gas phase ion energetics data

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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 C₇H₁₂⁺ (ion structure unspecified)

Ionization energy determinations

IE (eV)	Method	Reference	Comment
8.89 ± 0.01	PE	Rang, Paldoia, et al., 1974	LLK
8.94 ± 0.03	EI	Winters and Collins, 1968	RDSH
9.12	PE	Brown, Buschek, et al., 1983	Vertical value; LBLHLM

Appearance energy determinations

Ion	AE (eV)	Other Products	Method	Reference	Comment
C₃H₃⁺	13.85 ± 0.08	?	EI	Winters and Collins, 1968	RDSH
C₃H₅⁺	13.29 ± 0.11	?	EI	Winters and Collins, 1968	RDSH
C₄H₅⁺	13.42 ± 0.07	?	EI	Winters and Collins, 1968	RDSH
C₄H₆⁺	10.94 ± 0.04	?	EI	Winters and Collins, 1968	RDSH
C₄H₇⁺	11.22 ± 0.05	?	EI	Winters and Collins, 1968	RDSH
C₅H₇⁺	10.43 ± 0.05	C₂H₅	EI	Winters and Collins, 1968	RDSH
C₅H₈⁺	10.50 ± 0.04	C₂H₄	EI	Winters and Collins, 1968	RDSH
C₆H₉⁺	10.20	CH₃	EI	Lossing and Holmes, 1984	LBLHLM
C₆H₉⁺	9.98 ± 0.07	CH₃	EI	Winters and Collins, 1968	RDSH

References

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Rang, Paldoia, et al., 1974
Rang, S.; Paldoia, P.; Talvari, A., Ionization potentials of unsaturated hydrocarbons. 2. Mono-substituted cyclopentenes and cyclohexenes, Eesti. NSV Tead. Akad. Toim., 1974, 354. [all data]

Winters and Collins, 1968
Winters, R.E.; Collins, J.H., Mass spectrometric studies of structural isomers. I. Mono- and bicyclic C₇H₁₂ molecules, J. Am. Chem. Soc., 1968, 90, 1235. [all data]

Brown, Buschek, et al., 1983
Brown, R.S.; Buschek, J.M.; Kopecky, K.R.; Miller, A.J., Photoelectron spectra of syn- and anti-sesquinorbornene. Evidence for vertical Σ-π delocalization in bicyclo[2.2.1]heptene, J. Org. Chem., 1983, 48, 3692. [all data]

Lossing and Holmes, 1984
Lossing, F.P.; Holmes, J.L., Stabilization energy and ion size in carbocations in the gas phase, J. Am. Chem. Soc., 1984, 106, 6917. [all data]

Notes

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Symbols used in this document:

AE Appearance energy
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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