Pentalene, octahydro-, cis-

• Formula: C₈H₁₄
• Molecular weight: 110.1968
• IUPAC Standard InChI: InChI=1S/C8H14/c1-3-7-5-2-6-8(7)4-1/h7-8H,1-6H2/t7-,8+ Copy

  
• IUPAC Standard InChIKey: AEBWATHAIVJLTA-OCAPTIKFSA-N Copy
• CAS Registry Number: 1755-05-1
• 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:
  • trans-Bicyclo[3.3.0]octane
  • Pentalene, octahydro-
• Other names: cis-Bicyclo[3.3.0]octane; cis-Octahydropentalene; Bicyclo[3.3.0]octane (cis); Octahydropentalene, (Z)-; (Z)-Bicyclo[3.3.0]octane; Bicyclo[3.3.0]octane
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
  • Gas Chromatography
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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

Constant pressure heat capacity of gas

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

Constant pressure heat capacity of liquid

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

Enthalpy of vaporization

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 + C₈H₁₀ = C₈H₁₄

2 +  =

By formula: 2H₂ + C₈H₁₀ = C₈H₁₄

 +  =

By formula: H₂ + C₈H₁₂ = C₈H₁₄

References

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

Notes

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• Symbols used in this document:
  

  Cp,gas	Constant pressure heat capacity of gas
  Cp,liquid	Constant pressure heat capacity of liquid
  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
  ΔvapH°	Enthalpy of vaporization at standard conditions

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