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- Copy

  
• IUPAC Standard InChIKey: VYXHVRARDIDEHS-QGTKBVGQSA-N Copy
• 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
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• Stereoisomers:
  • 1,5-Cyclooctadiene
  • 1,5-Cyclooctadiene, (E,E)-
  • 1,5-Cyclooctadiene, (E,Z)-
• 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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• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Gas Chromatography
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  • Gas Phase Kinetics Database
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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

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

Phase change 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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)

 (solution) = 2 (solution) +  (cr)

By formula: (Ni(C₈H₁₂)₂) (solution) = 2C₈H₁₂ (solution) + Ni (cr)

 (solution) +  (solution) = C₁₃H₁₉O₂Rh (solution) + 2 (solution)

By formula: C₉H₁₅O₂Rh (solution) + C₈H₁₂ (solution) = C₁₃H₁₉O₂Rh (solution) + 2C₂H₄ (solution)

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

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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.

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]

Treboganov, Mitsner, et al., 1965
Treboganov, A.D.; Mitsner, B.I.; Zinkevich, E.P.; Kraevskii, A.A.; Preobrazhenskii, N.A., Macrocyclic compounds. I. Synthesis of cyclooctane and cyclododecane, Zh. Organ. Khim., 1965, 1, 1583-6. [all data]

Zakharkin and Zhigareva, 1963
Zakharkin, L.I.; Zhigareva, G.G., Dimerization of butadiene to cis-cis-1,5-cyclooctadiene catalyzed by pi-complex compounds of nickel, Izv. Akad. Nauk SSSR, 1963, Otd. Khim. Nauk 386 1963 1963. [all data]

Ziegler and Wilms, 1948
Ziegler, K.; Wilms, H., Stereoisomerism of Eight-membered Cycloolefin Rings, Naturwissenschaften, 1948, 35, 157-8. [all data]

Majer and Svoboda, 1985
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]

Varushchenko, Pashchenko, et al., 1996
Varushchenko, R.M.; Pashchenko, L.L.; Druzhinina, A.I., Enthalpies of vaporization of some mono- and polycyclic hydrocarbons, Zh. Fiz. Khim., 1996, 70, 2, 228. [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

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• Symbols used in this document:
  

  Tboil	Boiling point
  Tfus	Fusion (melting) point
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfH°liquid	Enthalpy of formation of liquid at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔvapH°	Enthalpy of vaporization at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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