Cycloheptene
- Formula: C7H12
- Molecular weight: 96.1702
- IUPAC Standard InChIKey: ZXIJMRYMVAMXQP-UHFFFAOYSA-N
- CAS Registry Number: 628-92-2
- 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. - Species with the same structure:
- Other names: (Z)-Cycloheptene; UN 2242; Cycloheptene(Z)
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Phase change data
Go To: Top, 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 387. ± 2. | K | AVG | N/A | Average of 7 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 217. | K | N/A | Haines and Gilson, 1990 | Crystal phase 1 phase; Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 217.55 | K | N/A | Lebedev and Smirnova, 1989 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.01 K; TRC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
38.5 | 266. | A | Stephenson and Malanowski, 1987 | Based on data from 251. to 313. K. See also Lister, 1941.; AC |
36.73 | 300. | V | Lister, 1941 | Heat of bromination at 300 K; ALS |
36.7 | 300. | N/A | Lister, 1941 | Based on data from 251. to 312. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
0.97 | 217. | Domalski and Hearing, 1996 | See also Lebedev and Smirnova, 1994.; AC |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
5.280 | 154. | crystaline, III | crystaline, II | Haines and Gilson, 1990, 2 | DH |
0.710 | 210. | crystaline, II | crystaline, I | Haines and Gilson, 1990, 2 | DH |
0.970 | 217. | crystaline, I | liquid | Haines and Gilson, 1990, 2 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
34.3 | 154. | crystaline, III | crystaline, II | Haines and Gilson, 1990, 2 | DH |
3.4 | 210. | crystaline, II | crystaline, I | Haines and Gilson, 1990, 2 | DH |
4.5 | 217. | crystaline, I | liquid | Haines and Gilson, 1990, 2 | DH |
Gas phase ion energetics data
Go To: Top, Phase change 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 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 C7H12+ (ion structure unspecified)
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.05 ± 0.15 | EI | Remane, Graefe, et al., 1972 | LLK |
8.87 | PE | Bischof and Heilbronner, 1970 | RDSH |
9.12 | PE | Hentrich, Gunkel, et al., 1974 | Vertical value; LLK |
References
Go To: Top, Phase change data, 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.
Haines and Gilson, 1990
Haines, J.; Gilson, D.F.R.,
Phase transisions in solid cycloheptene,
Can. J. Chem., 1990, 68, 604. [all data]
Lebedev and Smirnova, 1989
Lebedev, B.V.; Smirnova, N.N.,
Thermodynamics of cis-cycloheptene at 0-310 K,
Zh. Fiz. Khim., 1989, 63, 1444. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Lister, 1941
Lister, M.W.,
Heats of organic reactions. X. Heats of bromination of cyclic olefins,
J. Am. Chem. Soc., 1941, 63, 143-149. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Lebedev and Smirnova, 1994
Lebedev, B.; Smirnova, N.,
Themodynamics of cycloalkenes, of their bulk polymerization in the presence of matathesis catalysts and of polyalkenes,
Macromol. Chem. Phys., 1994, 195, 35-63. [all data]
Haines and Gilson, 1990, 2
Haines, J.; Gilson, D.F.R.,
Phase transitions in solid cycloheptene,
Can. J. Chem., 1990, 68(4), 604-611. [all data]
Remane, Graefe, et al., 1972
Remane, H.; Graefe, J.; Herzschuh, R.,
Ionisationspotentiale von cis- und trans-Cycloalkenen,
Z. Chem., 1972, 12, 194. [all data]
Bischof and Heilbronner, 1970
Bischof, P.; Heilbronner, E.,
Photoelektron-Spektren von Cycloalkenen und Cycloalkadienen,
Helv. Chim. Acta, 1970, 53, 1677. [all data]
Hentrich, Gunkel, et al., 1974
Hentrich, G.; Gunkel, E.; Klessinger, M.,
Photoelektronenspektren organischer verbindungen. 4. Photoelektronenspektren ungesattigter carbonylverbindungen,
J. Mol. Struct., 1974, 21, 231. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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