1,5-Cyclooctadiene, (E,Z)-
- Formula: C8H12
- Molecular weight: 108.1809
- IUPAC Standard InChI: InChI=1S/C8H12/c1-2-4-6-8-7-5-3-1/h1-2,7-8H,3-6H2/b2-1-,8-7+
- IUPAC Standard InChIKey: VYXHVRARDIDEHS-CDTWYVJESA-N
- CAS Registry Number: 5259-71-2
- 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. - Stereoisomers:
- Other names: cis,trans-1,5-Cyclooctadiene; (E),(Z)-1,5-Cyclooctadiene; (1Z,5E)-Cyclooctadiene
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Gas phase thermochemistry 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 compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 37.8 | kcal/mol | Chyd | Roth, Adamczak, et al., 1991 | |
| ΔfH°gas | 38.7 | kcal/mol | Kin | Leitich, 1979 | |
| ΔfH°gas | 37.4 | kcal/mol | Eqk | Martin, Kunze, et al., 1979 |
Reaction thermochemistry 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 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
2 +
=
By formula: 2H2 + C8H12 = C8H16
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -67.5 ± 0.1 | kcal/mol | Chyd | Roth, Adamczak, et al., 1991 | liquid phase |
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 compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C8H12+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.2 | PE | Martin, Kunze, et al., 1979, 2 | LLK |
| 8.7 | PE | Martin, Kunze, et al., 1979, 2 | Vertical value; LLK |
Mass spectrum (electron ionization)
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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 compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| NIST MS number | 1407 |
References
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Roth, Adamczak, et al., 1991
Roth, W.R.; Adamczak, O.; Breuckmann, R.; Lennartz, H.-W.; Boese, R.,
Die Berechnung von Resonanzenergien; das MM2ERW-Kraftfeld,
Chem. Ber., 1991, 124, 2499-2521. [all data]
Leitich, 1979
Leitich, J.,
Kinetics of the thermal dimerization and isomerization of cis,trans-1,5-cyclooctadiene in the gas phase and of related reactions. A simple algorithm to determine the rate constants of competing first- and second-order reactions,
Int. J. Chem. Kinet., 1979, 11, 1249-1261. [all data]
Martin, Kunze, et al., 1979
Martin, H.D.; Kunze, M.; Beckhaus, H.D.; Walsh, R.; Gleiter, R.,
Small rings. 33. cis,trans-1,5-cyclooctadiene: thermolysis, strain energy and transannular interactions,
Tetrahedron Lett., 1979, 3069-3072. [all data]
Martin, Kunze, et al., 1979, 2
Martin, H.-D.; Kunze, M.; Beckhaus, H.-D.; Walsh, R.; Gleiter, R.,
Cis, trans-1,5-Cyclooctadien Thermolyse, Spannungsenergie und transanulare Wechselwirkungen,
Tetrahedron Lett., 1979, 33, 3069. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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