trans-1,2-Dimethylcycloheptane
- Formula: C9H18
- Molecular weight: 126.2392
- IUPAC Standard InChI: InChI=1S/C9H18/c1-8-6-4-3-5-7-9(8)2/h8-9H,3-7H2,1-2H3/t8-,9-/m0/s1
- IUPAC Standard InChIKey: CLYDEJQPKBFLJW-IUCAKERBSA-N
- CAS Registry Number: 13151-50-3
- 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. - Stereoisomers:
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Reaction thermochemistry data
Go To: Top, Gas phase ion energetics data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
=
By formula: C9H18 = C9H18
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 3. ± 1. | kJ/mol | Eqk | Anfilogova, Balenkova, et al., 1974 | gas phase |
| ΔrH° | 2.3 ± 0.08 | kJ/mol | Eqk | Allinger and Pamphilis, 1973 | liquid phase; solvent: Pentane |
=
By formula: C9H18 = C9H18
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -3. | kJ/mol | Ciso | Mann, Muhlstadt, et al., 1968 | liquid phase |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 10.31 | EI | Herzschuh and Mitrach, 1992 | LL |
| 10.31 ± 0.05 | EI | Herzschuh and Sicker, 1981 | LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C7H13+ | 10.96 | C2H5 | EI | Herzschuh and Mitrach, 1992 | LL |
| C7H13+ | 10.96 ± 0.05 | C2H5 | EI | Herzschuh and Sicker, 1981 | LLK |
| C8H15+ | 10.85 | CH3 | EI | Herzschuh and Mitrach, 1992 | LL |
| C8H15+ | 10.85 ± 0.05 | CH3 | EI | Herzschuh and Sicker, 1981 | LLK |
Gas Chromatography
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Capillary | Squalane | 70. | 941. | Schomburg, 1966 |
References
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Anfilogova, Balenkova, et al., 1974
Anfilogova, S.N.; Balenkova, E.S.; Dmitriev, A.B.,
Relative stability of cis- and trans-1,2-dimethylcycloheptanes and 1,2-dimethylcyclooctanes,
Neftekhimiya, 1974, 14, 673-676. [all data]
Allinger and Pamphilis, 1973
Allinger, N.L.; Pamphilis, N.A.,
Conformational analysis. 89. Sterochemical studies of some dimethylated six- and seven-membered-ring hydrocarbons,
J. Org. Chem., 1973, 38, 316-319. [all data]
Mann, Muhlstadt, et al., 1968
Mann, G.; Muhlstadt, M.; Muller, R.; Kern, E.; Hadeball, W.,
Conformation and physical data of alkanes and cyclanes. V. Dimethylcycloheptanes,
Tetrahedron, 1968, 24, 6941-6949. [all data]
Herzschuh and Mitrach, 1992
Herzschuh, R.; Mitrach, K.,
Zum Einfluss stereochemisch bedingter Enthalpieunterschiede auf die elektronenstossinduzierte Fragmentierung isomerer Dimethylcycloheptane,
J. Prakt. Chem., 1992, 334, 135. [all data]
Herzschuh and Sicker, 1981
Herzschuh, R.; Sicker, A.,
Stereochemische einflusse auf die ionisations- und auftrittsenergien cis/trans-isomerer dimethylcycloalkane,
Z. Chem., 1981, 21, 409. [all data]
Schomburg, 1966
Schomburg, G.,
Gaschromatographische Retentionsdaten und struktur chemischer verbindungen. III. Alkylverzweigte und ungesättigte cyclische Kohlenwasserstoffe,
J. Chromatogr., 1966, 23, 18-41, https://doi.org/10.1016/S0021-9673(01)98653-4
. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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