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1,5-Cyclooctadiene, (Z,Z)-

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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
Deltafgas24.15 ± 0.33kcal/molCcbKozina, Timofeeva, et al., 1976 

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
Deltafliquid13.78 ± 0.33kcal/molCcbKozina, Timofeeva, et al., 1976 
Quantity Value Units Method Reference Comment
Deltacliquid-1176.09 ± 0.31kcal/molCcbKozina, Timofeeva, et al., 1976Corresponding «DELTA»fliquid = 13.79 kcal/mol (simple calculation by NIST; no Washburn corrections)
Deltacliquid-1166.5kcal/molCcrRauh, Geyer, et al., 1973Corresponding «DELTA»fliquid = 4.2 kcal/mol (simple calculation by NIST; no Washburn corrections)

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

Quantity Value Units Method Reference Comment
Tboil420.KN/ATreboganov, Mitsner, et al., 1965Uncertainty assigned by TRC = 2. K; TRC
Tboil421.KN/AZakharkin and Zhigareva, 1963Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Tfus203.KN/AZiegler and Wilms, 1948Uncertainty assigned by TRC = 5. K; stereochemistry not certain; TRC
Quantity Value Units Method Reference Comment
Deltavap10.37kcal/molN/AMajer and Svoboda, 1985 
Deltavap10.4 ± 0.02kcal/molCVarushchenko, Pashchenko, et al., 1996AC
Deltavap10.3kcal/molN/AKozina, Timofeeva, et al., 1976DRB
Deltavap9.81kcal/molVRauh, Geyer, et al., 1973ALS

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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) + Benzeneethanamine, 3,4-dimethoxy- (solution) = C16H31ClP2Ru (solution) + 1,5-Cyclooctadiene, (Z,Z)- (solution)

By formula: C18H27ClRu (solution) + C10H15NO2 (solution) = C16H31ClP2Ru (solution) + C8H12 (solution)

Quantity Value Units Method Reference Comment
Deltar-34.8 ± 0.2kcal/molRSCLuo, Zhu, et al., 1994solvent: Tetrahydrofuran; The enthalpy of solution of Ru(Cp*)(cod)(Cl)(cr) was measured as 4.9 ± 0.2 kcal/mol Luo, Nolan, et al., 1993.

Nickel, bis[(1,2,5,6-η)-1,5-cyclooctadiene]- (solution) = 21,5-Cyclooctadiene, (Z,Z)- (solution) + nickel (cr)

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

Quantity Value Units Method Reference Comment
Deltar-3.0 ± 1.0kcal/molRSCTolman, Reutter D.W., et al., 1976solvent: Toluene; The toluene solution contained catalytic amounts of carbon tetrachloride.

Rhodium, bis(η2-ethene)(2,4-pentanedionato-O,O')- (solution) + 1,5-Cyclooctadiene, (Z,Z)- (solution) = C13H19O2Rh (solution) + 2Ethylene (solution)

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

Quantity Value Units Method Reference Comment
Deltar-2.2 ± 0.1kcal/molRSCJesse, Cordfunke, et al., 1979solvent: n-Heptane

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

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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 1406

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Gas Chromatography

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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

Kovats' RI, non-polar column, isothermal

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Column type Active phase Temperature (C) I Reference Comment
CapillaryOV-1160.959.Zhang, Chen, et al., 199725. m/0.2 mm/0.33 «mu»m, N2
CapillaryOV-1100.931.1Engewald, Billing, et al., 1987Column length: 50. m; Column diameter: 0.3 mm
CapillarySE-30130.946.Bredael, 1982Column length: 100. m; Column diameter: 0.5 mm
CapillarySE-3080.926.Bredael, 1982Column length: 100. m; Column diameter: 0.5 mm
PackedSqualane120.923.Bogoslovsky, Anvaer, et al., 1978 
PackedSqualane70.915.Bogoslovsky, Anvaer, et al., 1978 
CapillarySqualane42.5907.Engewald, Epsch, et al., 1974N2; Column length: 100. m; Column diameter: 0.23 mm
CapillarySqualane80.915.Engewald, Epsch, et al., 1974N2; Column length: 100. m; Column diameter: 0.23 mm
PackedSqualane49.903.Hively and Hinton, 1968He, Chromosorb P; Column length: 15. m; Column diameter: 0.25 mm
PackedSqualane67.911.Hively and Hinton, 1968He, Chromosorb P; Column length: 15. m; Column diameter: 0.25 mm
PackedSqualane86.918.Hively and Hinton, 1968He, Chromosorb P; Column length: 15. m; Column diameter: 0.25 mm
CapillarySqualane100.923.Schomburg, 1967Ar; Column length: 100. m
CapillarySqualane70.915.Schomburg, 1966 

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryPetrocol DH917.White, Hackett, et al., 1992100. m/0.25 mm/0.5 «mu»m, He, 1. K/min; Tstart: 30. C; Tend: 220. C
PackedSE-30949.Buchman, Cao, et al., 1984He, Chromosorb AW, 40. C @ 10. min, 10. K/min, 210. C @ 30. min; Column length: 3.05 m

Van Den Dool and Kratz RI, polar column, temperature ramp

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Column type Active phase I Reference Comment
PackedCarbowax 20M1188.Buchman, Cao, et al., 1984He, Supelcoport, 40. C @ 10. min, 10. K/min, 210. C @ 30. min; Column length: 3.05 m

Normal alkane RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryOV-1928.Orav, Kailas, et al., 19992. K/min; Tstart: 50. C; Tend: 160. C

Normal alkane RI, non-polar column, custom temperature program

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Column type Active phase I Reference Comment
CapillarySqualane926.Chen, 2008Program: not specified
CapillaryOV-101871.Zenkevich and Malamakhov, 1987He; Column length: 50. m; Column diameter: 0.24 mm; Program: not specified
PackedSE-30948.Robinson and Odell, 1971N2, Chromosorb W; Column length: 6.1 m; Program: 50C910min) => 20C/min => 90(6min) => 10C/min => 150C(hold)
PackedSqualane917.Robinson and Odell, 1971N2, Embacel; Column length: 3.0 m; Program: 25C(5min) => 2C/min => 35 => 4C/min => 95C(hold)
PackedSqualane917.Robinson and Odell, 1971, 2Embacel; Column length: 3.0 m; Program: 25C(5min) => 2C/min(5min) => 4C/min(15min) => (hold at 95C)

Lee's RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryDB-5144.4Donnelly, Abdel-Hamid, et al., 199330. m/0.32 mm/0.25 «mu»m, He, 40. C @ 3. min, 8. K/min, 285. C @ 29.5 min

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), Gas Chromatography, NIST Free Links, 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 «pi»-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]

Zhang, Chen, et al., 1997
Zhang, M.; Chen, B.; Shen, S.; Chen, S., Compositional studies of high-temperature coal tar by g.c.-FT-i.r. analysis of middle oil fractions, Fuel, 1997, 76, 5, 415-423, https://doi.org/10.1016/S0016-2361(97)85518-4 . [all data]

Engewald, Billing, et al., 1987
Engewald, W.; Billing, U.; Welsch, T.; Haufe, G., Structure-retention correlations of hydrocarbons in gas-liquid and gas-solid chromatography. Cycloalkenes and cycloalkadienes, Chromatographia, 1987, 23, 8, 590-594, https://doi.org/10.1007/BF02324870 . [all data]

Bredael, 1982
Bredael, P., Retention indices of hydrocarbons on SE-30, J. Hi. Res. Chromatogr. Chromatogr. Comm., 1982, 5, 6, 325-328, https://doi.org/10.1002/jhrc.1240050610 . [all data]

Bogoslovsky, Anvaer, et al., 1978
Bogoslovsky, Yu.N.; Anvaer, B.I.; Vigdergauz, M.S., Chromatographic constants in gas chromatography (in Russian), Standards Publ. House, Moscow, 1978, 192. [all data]

Engewald, Epsch, et al., 1974
Engewald, W.; Epsch, K.; Graefe, J.; Welsch, Th., Molekülstruktur und retentionsverhalten. II. Retentionsverhalten cycloaliphatischer kohlenwasser-stoffe bei der gas-adsorptions- und gas-verteilungschromatographie, J. Chromatogr., 1974, 91, 623-631, https://doi.org/10.1016/S0021-9673(01)97943-9 . [all data]

Hively and Hinton, 1968
Hively, R.A.; Hinton, R.E., Variation of the retention index with temperature on squalane substrates, J. Gas Chromatogr., 1968, 6, 4, 203-217, https://doi.org/10.1093/chromsci/6.4.203 . [all data]

Schomburg, 1967
Schomburg, G., Struktur und Retentionsverhalten von Offenkettigen und Cyclischen Kohlenwasserstoffen und Deren Einfacher Substitutionsprodukte, Anal. Chim. Acta., 1967, 38, 45-64, https://doi.org/10.1016/S0003-2670(01)80560-2 . [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]

White, Hackett, et al., 1992
White, C.M.; Hackett, J.; Anderson, R.R.; Kail, S.; Spock, P.S., Linear temperature programmed retention indices of gasoline range hydrocarbons and chlorinated hydrocarbons on cross-linked polydimethylsiloxane, J. Hi. Res. Chromatogr., 1992, 15, 2, 105-120, https://doi.org/10.1002/jhrc.1240150211 . [all data]

Buchman, Cao, et al., 1984
Buchman, O.; Cao, G.-Y.; Peng, C.T., Structure assignment by retention index in gas-liquid radiochromatography of substituted cyclohexenes, J. Chromatogr., 1984, 312, 75-90, https://doi.org/10.1016/S0021-9673(01)92765-7 . [all data]

Orav, Kailas, et al., 1999
Orav, A.; Kailas, T.; Muurisepp, M.; Kann, J., Composition of the oil from waste tires. 2. Fraction boiling at 160-180 0C, Proc. Estonian Acad. Sci. Chem., 1999, 48, 3, 136-140. [all data]

Chen, 2008
Chen, H.-F., Quantitative prediction of gas chromatography retention indices with support vector machines, radial basis neutral networks and multiple linear regression, Anal. Chim. Acta, 2008, 609, 1, 24-36, https://doi.org/10.1016/j.aca.2008.01.003 . [all data]

Zenkevich and Malamakhov, 1987
Zenkevich, I.G.; Malamakhov, A.C., Evaluation of Molecular Weights of Organic Compounds based on Retention Parameters at Chromato-Spectral Analysys. Additional Criterion of Molecular Ions' Identification, Vestn. St. Petersb. Univ. Ser. 4: Fiz. Khim, 1987, 2, 101-106. [all data]

Robinson and Odell, 1971
Robinson, P.G.; Odell, A.L., A system of standard retention indices and its uses. The characterisation of stationary phases and the prediction of retention indices, J. Chromatogr., 1971, 57, 1-10, https://doi.org/10.1016/0021-9673(71)80001-8 . [all data]

Robinson and Odell, 1971, 2
Robinson, P.G.; Odell, A.L., Comparison of isothermal and non-linear temperature programmed gas chromatography. The temperature dependence of the retention indices of a number of hydrocarbons on squalane and SE-30, J. Chromatogr., 1971, 57, 11-17, https://doi.org/10.1016/0021-9673(71)80002-X . [all data]

Donnelly, Abdel-Hamid, et al., 1993
Donnelly, J.R.; Abdel-Hamid, M.S.; Jeter, J.L.; Gurka, D.F., Application of gas chromatographic retention properties to the identification of environmental contaminants, J. Chromatogr., 1993, 642, 1-2, 409-415, https://doi.org/10.1016/0021-9673(93)80106-I . [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), Gas Chromatography, NIST Free Links, References