1,5-Cyclooctadiene, (Z,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-QGTKBVGQSA-N
- CAS Registry Number: 1552-12-1
- 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: (Z,Z)-1,5-Cyclooctadiene; cis,cis-1,5-Cyclooctadiene; COD; cis,cis-Cycloocta-1,5-diene; 1,5-Cyclooctadiene; (Z,Z)-cycloocta-1,5-diene
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Condensed 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°liquid | 57.7 ± 1.4 | kJ/mol | Ccb | Kozina, Timofeeva, et al., 1976 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -4920.8 ± 1.3 | kJ/mol | Ccb | Kozina, Timofeeva, et al., 1976 | Corresponding ΔfHºliquid = 57.70 kJ/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°liquid | -4880.6 | kJ/mol | Ccr | Rauh, Geyer, et al., 1973 | Corresponding ΔfHºliquid = 18. kJ/mol (simple calculation by NIST; no Washburn corrections) |
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: José A. Martinho Simões
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
C18H27ClRu (solution) + (solution) = C16H31ClP2Ru (solution) +
(solution)
By formula: C18H27ClRu (solution) + C10H15NO2 (solution) = C16H31ClP2Ru (solution) + C8H12 (solution)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -145.6 ± 0.8 | kJ/mol | RSC | Luo, Zhu, et al., 1994 | solvent: Tetrahydrofuran; The enthalpy of solution of Ru(Cp*)(cod)(Cl)(cr) was measured as 20.5 ± 0.8 kJ/mol Luo, Nolan, et al., 1993. |
(solution) = 2
(solution) +
(cr)
By formula: (Ni(C8H12)2) (solution) = 2C8H12 (solution) + Ni (cr)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -12.6 ± 4.2 | kJ/mol | RSC | Tolman, Reutter D.W., et al., 1976 | solvent: Toluene; The toluene solution contained catalytic amounts of carbon tetrachloride. |
(solution) +
(solution) = C13H19O2Rh (solution) + 2
(solution)
By formula: C9H15O2Rh (solution) + C8H12 (solution) = C13H19O2Rh (solution) + 2C2H4 (solution)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -9.0 ± 0.4 | kJ/mol | RSC | Jesse, Cordfunke, et al., 1979 | solvent: n-Heptane |
References
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Kozina, Timofeeva, et al., 1976
Kozina, M.P.; Timofeeva, L.P.; Gal'chenko, G.L.; Gvozdeva, E.A.; Cherednichenko, V.M.,
The determination of the enthalphy of combustion of cis, cis-cyclooctadiene-1,5,
Termodin. Org. Soedin., 1976, 9-11. [all data]
Rauh, Geyer, et al., 1973
Rauh, H.J.; Geyer, W.; Schmidt, H.; Geiseler, G.,
Bildungsenthalpien und mesomerieenergien von π-bindungssystemen,
Z. Phys. Chem. (Leipzig), 1973, 253, 43-48. [all data]
Luo, Zhu, et al., 1994
Luo, L.; Zhu, N.; Zhu, N.-J.; Stevens, E.D.; Nolan, S.P.; Fagan, P.J.,
Organometallics, 1994, 13, 669. [all data]
Luo, Nolan, et al., 1993
Luo, L.; Nolan, S.P.; Fagan, P.J.,
Organometallics, 1993, 12, 4305. [all data]
Tolman, Reutter D.W., et al., 1976
Tolman, C.A.; Reutter D.W.; Seidel, W.C.,
J. Organometal. Chem., 1976, 117, C30. [all data]
Jesse, Cordfunke, et al., 1979
Jesse, A.C.; Cordfunke, E.H.P.; Ouweltjes, W.,
Thermochim. Acta, 1979, 30, 293. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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