Cyclopentanol, 1-methyl-

• Formula: C₆H₁₂O
• Molecular weight: 100.1589
• IUPAC Standard InChI: InChI=1S/C6H12O/c1-6(7)4-2-3-5-6/h7H,2-5H2,1H3 Copy

  
• IUPAC Standard InChIKey: CAKWRXVKWGUISE-UHFFFAOYSA-N Copy
• CAS Registry Number: 1462-03-9
• 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.
• Other names: 1-Hydroxy-1-methylcyclopentane; 1-Methylcyclopentanol; 1-Methyl-1-cyclopentanol
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Phase change data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Reaction thermochemistry data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
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• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Enthalpy of vaporization

Enthalpy of fusion

Gas phase ion energetics 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: John E. Bartmess

De-protonation reactions

C₆H₁₁O^- +  =

By formula: C₆H₁₁O^- + H⁺ = C₆H₁₂O

References

Go To: Top, Phase change data, Gas phase ion energetics data, Notes

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

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]

Walling and Padwa, 1963
Walling, C.; Padwa, A., Positive Halogen Compounds VI. Effects of Structure and Medium on the β-Scission of Alkoxy Radicals, J. Am. Chem. Soc., 1963, 85, 1593. [all data]

Lutz, Bearse, et al., 1948
Lutz, G.A.; Bearse, A.E.; Leonard, J.E.; Croxton, F.C., Studies in the Methylcyclopentane Series. I. Preparation and Reactions of Methylcyclopentyl Monochlorides, J. Am. Chem. Soc., 1948, 70, 4135-38. [all data]

Brown and Borkowski, 1952
Brown, H.C.; Borkowski, M., 1-Chloro-1-methylcycloalkanes, J. Am. Chem. Soc., 1952, 74, 1894. [all data]

White and Bishop, 1940
White, A.H.; Bishop, W.S., Dielectric Evidence of Molecular Rotation in the Crystals of Certain Non-aromatic Compounds, J. Am. Chem. Soc., 1940, 62, 8-16. [all data]

Timmermans and Hennaut-Roland, 1937
Timmermans, J.; Hennaut-Roland, M., Works from International Bureau at Physical-Chemical Standards. VIII. Physical constants of 20 organic compounds, J. Chim. Phys. Phys.-Chim. Biol., 1937, 34, 693. [all data]

Zelinskii and Namjetkin, 1902
Zelinskii, N.D.; Namjetkin, S., Synthesis of 1-Methylcyclopentanol, Ber. Dtsch. Chem. Ges., 1902, 35, 2683. [all data]

Blokhin, Kabo, et al., 1997
Blokhin, A.V.; Kabo, G.J.; Kozyro, A.A.; Ivashkevich, L.S.; Krasulin, A.P.; Diky, V.V.; Maksimuk, Yu.V., Thermodynamic properties of 1-methylcyclopentanol and 1-chloro-1-methylcyclopentane in the ideal gas state, Thermochim. Acta, 1997, 292, 19-29. [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]

Wiberg, Wasserman, et al., 1985
Wiberg, K.B.; Wasserman, D.J.; Martin, E.J.; Murcko, M.A., Enthalpies of hydration of alkenes. 3. Cycloalkenes, J. Am. Chem. Soc., 1985, 107, 6019-6022. [all data]

Haas and Harrison, 1993
Haas, M.J.; Harrison, A.G., The Fragmentation of Proton-Bound Cluster Ions and the Gas-Phase Acidities of Alcohols, Int. J. Mass Spectrom. Ion Proc., 1993, 124, 2, 115, https://doi.org/10.1016/0168-1176(93)80003-W . [all data]

Notes

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• Symbols used in this document:
  

  Tboil	Boiling point
  Tfus	Fusion (melting) point
  ΔfusH	Enthalpy of fusion
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔsubH°	Enthalpy of sublimation at standard conditions
  ΔvapH	Enthalpy of vaporization

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