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Pentalene, octahydro-, cis-

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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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
Deltafgas-22.3 ± 0.5kcal/molCcbChang, McNally, et al., 1970ALS

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
31.049298.15Chang S., 1970These values were calculated by a method of force field; their uncertainties may exceed 5-10 J/mol*K.; GT
44.011400.
55.729500.

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 as indicated in comments:
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
Deltafliquid-32.6 ± 0.3kcal/molCcbChang, McNally, et al., 1970ALS
Quantity Value Units Method Reference Comment
Deltacliquid-1198.1 ± 0.3kcal/molCcbChang, McNally, et al., 1970Corresponding «DELTA»fliquid = -32.5 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-1198.86 ± 0.66kcal/molCcbBarrett and Linstead, 1936Reanalyzed by Cox and Pilcher, 1970, Original value = -1197.7 ± 2.3 kcal/mol; Corresponding «DELTA»fliquid = -31.75 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-1187.4 ± 0.3kcal/molCcbBarrett and Linstead, 1935Corresponding «DELTA»fliquid = -43.2 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
50.76308.Chang, McNally, et al., 1970T = 308, 334 K.; DH

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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tboil410.28KN/AMair, Eberly, et al., 1958Uncertainty assigned by TRC = 0.2 K; TRC
Tboil408.KN/ADesty and Whyman, 1957Uncertainty assigned by TRC = 2. K; TRC
Tboil409.KN/ARoberts and Gorham, 1952Uncertainty assigned by TRC = 3. K; TRC
Tboil409.4KN/ACope and Schmitz, 1950Uncertainty assigned by TRC = 2. K; TRC
Tboil409.KN/ABarrett and Linstead, 1936, 2Uncertainty assigned by TRC = 3. K; TRC
Quantity Value Units Method Reference Comment
Tfus223.82KN/AMair, Eberly, et al., 1958Uncertainty assigned by TRC = 0.2 K; TRC
Tfus224.KN/ARytina, Schiessler, et al., 1949Uncertainty assigned by TRC = 8. K; TRC
Tfus224.KN/AAnonymous, 1948Uncertainty assigned by TRC = 8. K; TRC
Quantity Value Units Method Reference Comment
Deltavap10.3 ± 0.2kcal/molVChang, McNally, et al., 1970ALS
Deltavap10.3kcal/molN/AChang, McNally, et al., 1970DRB
Deltavap10.3 ± 0.2kcal/molN/AChang, McNally, et al., 1970AC

Enthalpy of vaporization

DeltavapH (kcal/mol) Temperature (K) Method Reference Comment
10.0308.AStephenson and Malanowski, 1987Based on data from 298. - 318. K.; AC
9.92 ± 0.1318.N/AChang, McNally, et al., 1970AC

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: 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

2Hydrogen + Bicyclo[3.3.0]octa-2,6-diene = Pentalene, octahydro-, cis-

By formula: 2H2 + C8H10 = C8H14

Quantity Value Units Method Reference Comment
Deltar-54.2 ± 0.5kcal/molChydRogers, Loggins, et al., 1990liquid phase; solvent: Hexane

2Hydrogen + Bicyclo[3.3.0]octa-2,7-diene = Pentalene, octahydro-, cis-

By formula: 2H2 + C8H10 = C8H14

Quantity Value Units Method Reference Comment
Deltar-54.2 ± 0.5kcal/molChydRogers, Loggins, et al., 1990liquid phase; solvent: Hexane

Hydrogen + cis-Bicyclo[3.3.0]oct-2-ene = Pentalene, octahydro-, cis-

By formula: H2 + C8H12 = C8H14

Quantity Value Units Method Reference Comment
Deltar-26.8 ± 0.3kcal/molChydRogers, Loggins, et al., 1990liquid phase; solvent: Hexane

Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas Chromatography, References, Notes

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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Mass 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 20124

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Gas Chromatography

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

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
CapillarySqualane50.859.9Lunskii and Paizanskaya, 1988He; Column length: 50. m; Column diameter: 0.22 mm
CapillarySqualane70.865.2Lunskii and Paizanskaya, 1988He; Column length: 50. m; Column diameter: 0.22 mm
CapillarySqualane90.870.Engewald, Epsch, et al., 1976N2; Column length: 100. m; Column diameter: 0.23 mm
CapillaryVacuum Grease Oil (VM-4)35.858.Sidorov, Petrova, et al., 1972 
CapillaryVacuum Grease Oil (VM-4)45.863.Sidorov, Petrova, et al., 1972 
CapillaryVacuum Grease Oil (VM-4)50.865.Sidorov, Petrova, et al., 1972 
CapillaryVacuum Grease Oil (VM-4)58.869.Sidorov, Petrova, et al., 1972 
CapillaryVacuum Grease Oil (VM-4)68.874.Sidorov, Petrova, et al., 1972 
PackedVacuum Grease Oil (VM-4)35.858.Sidorov, Ivanova, et al., 1971 
CapillarySqualane70.870.Schomburg, 1966 
CapillarySqualane70.870.Schomburg, 1966 
PackedSqualane150.891.Schomburg, 1964 

References

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

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Chang, McNally, et al., 1970
Chang, Sho-ju.; McNally, D.; Shary-Tehrany, S.; Hickey, S.M.J.; Boyd, R.H., The heats of combustion and strain energies of bicylo[n.m.O]alkanes, J. Am. Chem. Soc., 1970, 92, 3109-3118. [all data]

Chang S., 1970
Chang S., The heats of combustion and strain energies of bicyclo[n.m.0]alkanes, J. Am. Chem. Soc., 1970, 92, 3109-3118. [all data]

Barrett and Linstead, 1936
Barrett, J.W.; Linstead, R.P., Fused carbon rings. Part X. Some fundamental properties of the 0:3:3-bicycloOctane ring, J. Chem. Soc., 1936, 611-616. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Barrett and Linstead, 1935
Barrett, J.W.; Linstead, R.P., Fused carbon rings. Part IV. Further investigation of 0:3:3-bicycloOctanones in relation to the strain theory, J. Chem. Soc., 1935, 436-442. [all data]

Mair, Eberly, et al., 1958
Mair, B.J.; Eberly; Krouskop, N.C.; Rossini, F.D., Anal. Chem., 1958, 30, 393. [all data]

Desty and Whyman, 1957
Desty, D.H.; Whyman, B.H.F., Anal. Chem., 1957, 29, 320. [all data]

Roberts and Gorham, 1952
Roberts, J.D.; Gorham, W.F., Syntheses of Some Bicyclo[3.3.0]octane Derivatives, J. Am. Chem. Soc., 1952, 74, 2278. [all data]

Cope and Schmitz, 1950
Cope, A.C.; Schmitz, W.R., Cyclic Polyolefins VII. Structure of the Eight-membered Cyclic Dimer of Chloroprene, J. Am. Chem. Soc., 1950, 72, 3056. [all data]

Barrett and Linstead, 1936, 2
Barrett, J.W.; Linstead, R.P., J. Chem. Soc., 1936, 1936, 611. [all data]

Rytina, Schiessler, et al., 1949
Rytina, A.W.; Schiessler, R.W.; Whitmore, F.C., The Preparation and Properties of cis-(0.3.3)-Bicyclooctane, J. Am. Chem. Soc., 1949, 71, 751-2. [all data]

Anonymous, 1948
Anonymous, R., , Am. Pet. Inst. Res. Proj. 6, Natl. Bur. Stand., 1948. [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]

Rogers, Loggins, et al., 1990
Rogers, D.W.; Loggins, S.A.; Samuel, S.D.; Finnerty, M.A.; Liebman, J.F., Homoaromaticity and homoconjugation in the quinacenes: biquinacene, triquinacene, and hexaquinacene, Struct. Chem., 1990, 1, 481-489. [all data]

Lunskii and Paizanskaya, 1988
Lunskii, M.Kh.; Paizanskaya, I.L., Identification of hydrocarbons C1-C9 of petrol fractions of oils and condensates in the use of capillary columns with dinonylphthalate, Zh. Anal. Khim., 1988, 43, 127-135. [all data]

Engewald, Epsch, et al., 1976
Engewald, W.; Epsch, K.; Welsch, Th.; Graefe, J., Molekülstruktur und Retentionsverhalten. VI. Retentionsverhalten von bicycle[n.m.0]alkanen bei der gas-adsorptions- und gas-verteilungs-chromatographie, J. Chromatogr., 1976, 119, 119-128, https://doi.org/10.1016/S0021-9673(00)86776-X . [all data]

Sidorov, Petrova, et al., 1972
Sidorov, R.I.; Petrova, V.I.; Ivanova, M.P., Qualitative analysis of wide-boiling fraction C5-C10 with capillary chromatography in Processes in chromatographic columns. Vol.17, 1972, 14-25. [all data]

Sidorov, Ivanova, et al., 1971
Sidorov, R.I.; Ivanova, M.P.; Petrova, V.I., Temperature dependence of cycloalkane's retention and its using in identification of structure, Gazovaya Khromatografiya, 1971, 15, 18-26. [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]

Schomburg, 1964
Schomburg, G., Gas-Chromatographische Retentionsdaten und Struktur Chemischer Verbindungen. I. Verzweigte Aliphatische und Alicyclische Carbonsäure-Methylester, J. Chromatogr., 1964, 14, 157-177, https://doi.org/10.1016/S0021-9673(00)86608-X . [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, References