Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1α,2β,5α)-

• Formula: C₁₀H₂₀O
• Molecular weight: 156.2652
• IUPAC Standard InChI: InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1 Copy

  
• IUPAC Standard InChIKey: NOOLISFMXDJSKH-KXUCPTDWSA-N Copy
• CAS Registry Number: 89-78-1
• Chemical structure:
  This structure is also available as a 2d Mol file
• Species with the same structure:
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1α,2β,5α)-
• Stereoisomers:
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1α,2α,5β)]-
  • Levomenthol
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1α,2α,5β)]-
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1α,2β,5β)]-
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1α,2β,5β)-
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1α,2α,5β)-
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1α,2α,5α)-
• Other names: Menthol, cis-1,3,trans-1,4-; Hexahydrothymol; Menthacamphor; Menthol; Menthomenthol; Peppermint camphor; dl-Menthol; p-Menthan-3-ol; Cyclohexanol, 2-isopropyl-5-methyl-; NCI-C50000; 5-Methyl-2-(1-methylethyl)cyclohexanol; 2-Isopropyl-5-methylcyclohexanol; l-Menthol; 3-p-Menthanol; 5α-Methyl-2β-(1α-methylethyl)cyclohexanol; component of Dermoplast; Fancol menthol; Fisherman's friend lozenges; Menthol terpine hydrate; component of Minut-rub; Racemic menthol; component of Robitussin cough drops; component of Sarna; component of Theragesic; Therapeutic mineral ice; Cyclohexanol, 2-isopropyl-5-methyl-, (1α,2β,5α)-; 2-Isopropyl-5-methylcyclohexanol, (1α,2β,5α)-; 5-Methyl-2-(1-methylethyl)cyclohexanol, (1α,2β,5α)-; (.+/-.)-Menthol; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-; NSC 2603; Racementhol; rac-Menthol; Diterpene
• Information on this page:
  • Phase change data
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
  • Gas Chromatography
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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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Enthalpy of sublimation

Enthalpy of fusion

References

Go To: Top, Phase change data, Notes

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

Diepen and Scheffer, 1948
Diepen, G.A.M.; Scheffer, F.E.C., On Critical Phenomena of Saturated Solutions in Binary Systems, J. Am. Chem. Soc., 1948, 70, 4081. [all data]

Bruner, 1894
Bruner, L., The heats of fusion of some organic compounds, Ber. Dtsch. Chem. Ges., 1894, 27, 2102. [all data]

Radice, 1899
Radice, G., , Ph. D. Thesis, Univ. of Geneve, 1899. [all data]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [all data]

Chickos, Garin, et al., 1981
Chickos, J.S.; Garin, D.L.; Hitt, M.; Schilling, G., Some solid state properties of enantiomers and their racemates, Tetrahedron, 1981, 37, 12, 2255-2259, https://doi.org/10.1016/S0040-4020(01)97981-5 . [all data]

Notes

Go To: Top, Phase change data, References

• Symbols used in this document:
  

  Tboil	Boiling point
  Tc	Critical temperature
  Tfus	Fusion (melting) point
  ΔfusH	Enthalpy of fusion
  ΔsubH	Enthalpy of sublimation

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