Cholesterol

• Formula: C₂₇H₄₆O
• Molecular weight: 386.6535
• IUPAC Standard InChI: InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19?,21-,22?,23?,24?,25?,26?,27?/m1/s1 Copy

  
• IUPAC Standard InChIKey: HVYWMOMLDIMFJA-VUDDDUNTSA-N Copy
• CAS Registry Number: 57-88-5
• Chemical structure:
  This structure is also available as a 2d Mol file
• Stereoisomers:
  • Cholest-5-en-3-ol, (3α)-
• Other names: Cholest-5-en-3-ol (3β)-; (-)-Cholesterol; Cholest-5-en-3β-ol; Cholesterin; Cholesterol base H; Cholesteryl alcohol; Cordulan; Dusoline; Dusoran; Dythol; Hydrocerin; Kathro; Lanol; Nimco cholesterol base H; Nimco cholesterol base No. 712; Provitamin D; Tegolan; Wool alcohols B. P.; 3β-Hydroxycholest-5-ene; 5-Cholesten-3β-ol; Cholestrin; Cholestrol; Super hartolan; 5,6-Cholesten-3β-ol; Δ5-Cholesten-3-β-ol; Cholesterine; Dastar; Fancol CH; (3β)-Cholest-5-en-3-ol; Cholest-5-en-3beta-ol; Lidinite; NSC 8798; Cholest-5-en-3-ol; 5-Cholesten-3B-ol; Cholest-5-en-3b-ol
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • UV/Visible spectrum
  • Gas Chromatography
• Options:
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Condensed phase thermochemistry data

Go To: Top, Phase change data, IR Spectrum, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of vaporization

Enthalpy of sublimation

Enthalpy of fusion

Enthalpy of phase transition

Entropy of phase transition

IR Spectrum

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

Data compiled by: Coblentz Society, Inc.

• SOLID (KBr DISC) VS KBr $$SEE 5095 FOR SOLUTION; PERKIN-ELMER 21 (GRATING); DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm^-1 resolution
• SOLID (MINERAL OIL MULL); Not specified, most likely a prism, grating, or hybrid spectrometer.; DIGITIZED BY NIST FROM HARD COPY; 4 cm^-1 resolution
• SOLUTION 1% (CS2 FOR 2-15 microns, AND C2Cl4 FOR 5.5-7.2 microns) $$SEE 5106 FOR KBr DISC; PERKIN-ELMER 21 (GRATING); DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm^-1 resolution

Mass spectrum (electron ionization)

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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

Spectrum

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Additional Data

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Notes

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

Johnson, 1975
Johnson, W.H., The enthalpies of combustion and formation of cholesterol [cholest-5-en-3-ol (3_β)], J. Res. Natl. Bur. Stand. Sect. A:, 1975, 79, 493-496. [all data]

Paoli, Garrigues, et al., 1969
Paoli, D.; Garrigues, J.-C.; Patin, H., Combustion microcalorimetry: application to steroids, C. R. Acad. Sci. Paris, 1969, 268, 780-783. [all data]

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

Davis, Porter, et al., 1970
Davis, G.J.; Porter, R.S.; Barrall, E.M., Evaluation of Thermal Transitions in Some Cholesteryl Esters of Saturated Aliphatic Acids, Mol. Cryst. Liq. Cryst., 1970, 10, 1-2, 1, https://doi.org/10.1080/15421407008083482 . [all data]

Nichols, Kweskin, et al., 2006
Nichols, Gary; Kweskin, Sasha; Frericks, Margaret; Reiter, Sarah; Wang, Gin; Orf, Jennifer; Carvallo, Brett; Hillesheim, Dorothea; Chickos, James, Evaluation of the Vaporization, Fusion, and Sublimation Enthalpies of the 1-Alkanols: The Vaporization Enthalpy of 1-, 6-, 7-, and 9-Heptadecanol, 1-Octadecanol, 1-Eicosanol, 1-Docosanol, 1-Hexacosanol, and Cholesterol at T = 298.15 K by Correlation Gas Chromatography, J. Chem. Eng. Data, 2006, 51, 2, 475-482, https://doi.org/10.1021/je0503857 . [all data]

Hickman, Hecker, et al., 1937
Hickman, K.C.D.; Hecker, J.C.; Embree, N.D., Direct determination of low vapor pressures, Ind. Eng. Chem., 1937, 9, 264-267. [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]

Oja, Chen, et al., 2009
Oja, Vahur; Chen, Xu; Hajaligol, Mohammad R.; Chan, W. Geoffrey, Sublimation Thermodynamic Parameters for Cholesterol, Ergosterol, β-Sitosterol, and Stigmasterol, J. Chem. Eng. Data, 2009, 54, 3, 730-734, https://doi.org/10.1021/je800395m . [all data]

Chen, Su, et al., 2009
Chen, Wei; Su, Baogen; Xing, Huabin; Yang, Yiwen; Ren, Qilong, Solubilities of cholesterol and desmosterol in binary solvent mixtures of n-hexane+ethanol, Fluid Phase Equilibria, 2009, 287, 1, 1-6, https://doi.org/10.1016/j.fluid.2009.08.016 . [all data]

Peng, Jiangjun, et al., 2008
Peng, L.; Jiangjun, X.; Fangquan, M.; Xi, L.; Chaocan, Z., Study on the thermodynamic properties of cholesterol, J Therm Anal Calorim, 2008, 93, 2, 485-488, https://doi.org/10.1007/s10973-007-8675-6 . [all data]

Kaloustian, Pauli, et al., 2003
Kaloustian, J.; Pauli, A-M; Lechene de la Porte, P.; Lafont, H.; Portugal, H., Journal of Thermal Analysis and Calorimetry, 2003, 71, 2, 341-351, https://doi.org/10.1023/A:1022818902212 . [all data]

IWAHASHI, MINAMI, et al., 2001
IWAHASHI, Makio; MINAMI, Hideyuki; SUZUKI, Takeshi; KOYANAGI, Masaru; YAO, Haruhiko; EMA, Kenji; ASHIZAWA, Kazuhide, Thermodynamic Properties of Steroids: 5-cholesten-3.BETA.-ol, 5.ALPHA.-cholestan-3.BETA.-ol, and 5.BETA.-cholestan-3.ALPHA.-ol., J. Oleo Sci., 2001, 50, 9, 693-699, https://doi.org/10.5650/jos.50.693 . [all data]

Miltenburg, Genderen, et al., 1998
Miltenburg, J.C. van; Genderen, A.C.G. van; den Berg, G.J.K. van, Design improvements in adiabatic calorimetry, Thermochimica Acta, 1998, 319, 1-2, 151-162, https://doi.org/10.1016/S0040-6031(98)00402-X . [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

Petropavlov, Tsygankova, et al., 1988
Petropavlov, N.N.; Tsygankova, I.G.; Teslenko, L.A., Microcalorimetric investigation of polymorphic transitions in organic crystals, Sov. Phys. Crystallogr., 1988, 33(6), 853-855. [all data]

Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  Tboil	Boiling point
  Tfus	Fusion (melting) point
  ΔHtrs	Enthalpy of phase transition
  ΔStrs	Entropy of phase transition
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation 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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