Bicyclo[3.1.1]heptane, 2,6,6-trimethyl-

• Formula: C₁₀H₁₈
• Molecular weight: 138.2499
• IUPAC Standard InChI: InChI=1S/C10H18/c1-7-4-5-8-6-9(7)10(8,2)3/h7-9H,4-6H2,1-3H3 Copy

  
• IUPAC Standard InChIKey: XOKSLPVRUOBDEW-UHFFFAOYSA-N Copy
• CAS Registry Number: 473-55-2
• 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.
• Species with the same structure:
  • Bicyclo[3.1.1]heptane, 2,6,6-trimethyl-, [1S-(1α,2β,5α)]-
• Stereoisomers:
  • (-)-trans-Pinane
  • Bicyclo[3.1.1]heptane, 2,6,6-trimethyl-, (1α,2β,5α)-
• Other names: Pinane; Dihydropinene; 2,6,6-Trimethylbicyclo(3.1.1)heptane; 1a,2b,5a-2,6,6-Trimethylbicyclo(3.1.1)heptane
• Information on this page:
  • Phase change data
  • Gas Chromatography
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • IR Spectrum
  • Mass spectrum (electron ionization)
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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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 by: Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director

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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Kovats' RI, polar column, isothermal

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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.

Pines, Hoffman, et al., 1954
Pines, H.; Hoffman, N.E.; Ipatieff, V.N., Studies in the Terpene Series XX. The Thermal Isomerization of Pinane at Atmospheric Pressure, J. Am. Chem. Soc., 1954, 76, 4412. [all data]

Pines, Olberg, et al., 1952
Pines, H.; Olberg, R.C.; Ipatieff, V.N., J. Am. Chem. Soc., 1952, 74, 4872. [all data]

Anonymous, 1942
Anonymous, R., , Am. Pet. Inst. Res. Proj. 6, Natl. Bur. Stand., 1942. [all data]

Timmermans, 1952
Timmermans, J., Freezing points of organic compounds. VVI New determinations., Bull. Soc. Chim. Belg., 1952, 61, 393. [all data]

Hedin, Thompson, et al., 1972
Hedin, P.A.; Thompson, A.C.; Gueldner, R.C., Application of a Sequential Reduction Regimen to Fractionation of Essential Oils, Anal. Chem., 1972, 44, 7, 1254-1257, https://doi.org/10.1021/ac60315a030 . [all data]

Luisetti and Yunes, 1971
Luisetti, R.U.; Yunes, R.A., Correlation between molecular structure and GC retention of mono and sesquiterpenic hydrocarbons: The influence of shielding steric effects; a new polarity factor for stationary phases, J. Chromatogr. Sci., 1971, 9, 10, 624-631, https://doi.org/10.1093/chromsci/9.10.624 . [all data]

Notes

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• Symbols used in this document:
  

  Tboil	Boiling point
  Tfus	Fusion (melting) point

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