Phenol

• Formula: C₆H₆O
• Molecular weight: 94.1112
• IUPAC Standard InChI: InChI=1S/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H Copy

  
• IUPAC Standard InChIKey: ISWSIDIOOBJBQZ-UHFFFAOYSA-N Copy
• CAS Registry Number: 108-95-2
• 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.
• Isotopologues:
  • Phenol-d6-
• Other names: Carbolic acid; Baker's P and S Liquid and Ointment; Benzenol; Hydroxybenzene; Izal; Monohydroxybenzene; Monophenol; Oxybenzene; Phenic acid; Phenyl alcohol; Phenyl hydrate; Phenyl hydroxide; Phenylic acid; Phenylic alcohol; PhOH; Benzene, hydroxy-; Acide carbolique; Baker's P & S liquid & Ointment; Fenol; Fenolo; NCI-C50124; Paoscle; Phenole; Carbolsaure; NA 2821; Phenol alcohol; Phenol, molten; Rcra waste number U188; UN 1671; UN 2312; UN 2821; Phenic alcohol; NSC 36808; Campho-Phenique Cold Sore Gel (Salt/Mix); Campho-Phenique Gel (Salt/Mix); Campho-Phenique Liquid (Salt/Mix)
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• Information on this page:
  • Normal melting point
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
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  • Gas phase ion energetics data
  • Ion clustering data
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• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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Normal melting point

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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

References

Go To: Top, Normal melting point, Notes

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

Brunet and Gubbins, 1969
Brunet, J.; Gubbins, K.E., Viscosity of Binary Liquid Mixtures near the Critical Mixing Point., Trans. Faraday Soc., 1969, 65, 1255. [all data]

Assal, 1966
Assal, F.A., Binary Systems of Phenol, Bull. Acad. Pol. Sci., Ser. Sci. Chim., 1966, 14, 599. [all data]

Assal, 1966, 2
Assal, F.A., Vapour-liquid equilibria in phenol-pyridine base systems, Bull. Acad. Pol. Sci., Ser. Sci. Chim., 1966, 14, 603. [all data]

Lindberg and Stenholm, 1966
Lindberg, J.J.; Stenholm, V., Viscosities, Densities, and Related Properties of Binary Mixtures Containing Dimethyl Sulphoxide and Mono-Subst. Benzenes or Guaiacol, Suom. Kemistiseuran Tied., 1966, 75, 22. [all data]

Andon, Biddiscombe, et al., 1960
Andon, R.J.L.; Biddiscombe, D.P.; Cox, J.D.; Handley, R.; Harrop, D.; Herington, E.F.G.; Martin, J.F., 1009. Thermodynamic properties of organic oxygen compounds. Part I. Preparation and physical properties of pure phenol, cresols, and xylenols, J. Chem. Soc., 1960, 5246, https://doi.org/10.1039/jr9600005246 . [all data]

Cole, 1960
Cole, P.J., The Densety of Solid Phenol, J. Chem. Eng. Data, 1960, 5, 367. [all data]

Glew, 1960
Glew, D.N., The gas hydrate of bromochlorodifluoromethane, Can. J. Chem., 1960, 38, 208. [all data]

Wadso, 1960
Wadso, I., Heats of hydrolysis of phenyl acetate and phenyl thiolacetate, Acta Chem. Scand., 1960, 14, 561. [all data]

Mastrangelo, 1957
Mastrangelo, S.V.R., Adiabatic calorimeter for determination of cryoscopic data., Anal. Chem., 1957, 29, 841. [all data]

von Terres, Gebert, et al., 1955
von Terres, E.; Gebert, F.; Hulsemann, H.; Petereit, H.; Toepsch, H.; Ruppert, W., Brennst.-Chem., 1955, 36, 272. [all data]

Al-Mahdi and Ubbelohde, 1953
Al-Mahdi, A.A.K.; Ubbelohde, A.R., Proc. R. Soc. London, A, 1953, 220, 143. [all data]

Dreisbach and Martin, 1949
Dreisbach, R.R.; Martin, R.A., Physical Data on Some Organic Compounds, Ind. Eng. Chem., 1949, 41, 2875-8. [all data]

Othmer and Savitt, 1948
Othmer, D.F.; Savitt, S.A., Composition of vapors from boiling binary solutions, Ind. Eng. Chem., 1948, 40, 168. [all data]

Pardee and Weinrich, 1944
Pardee, W.A.; Weinrich, W., Physical properties of alkylated phenols, Ind. Eng. Chem., 1944, 36, 595. [all data]

Michel, 1939
Michel, J., Bull. Soc. Chim. Belg., 1939, 48, 105. [all data]

Fruhwirth and Mayer-Pitsch, 1937
Fruhwirth, V.O.; Mayer-Pitsch, E., The Dielectric Investigation of Compound Formation in Binary Mixtures, Especially in the Diethyl Ether + Chlorform, Acetamide + Phenol and Iodoform + Quinoline Systems, Z. Elektrochem., 1937, 43, 304. [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]

Timmermans, 1935
Timmermans, J., Researches in Stoichiometry. I. The Heat of Fusion of Organic Compounds., Bull. Soc. Chim. Belg., 1935, 44, 17-40. [all data]

Kamerling and Smyth, 1933
Kamerling, S.E.; Smyth, C.P., J. Am. Chem. Soc., 1933, 55, 463. [all data]

Moerman, 1933
Moerman, N.F., Fusion diagram of the system phenol + benzoic acid., Recl. Trav. Chim. Pays-Bas, 1933, 52, 601-6. [all data]

Parks, Huffman, et al., 1933
Parks, G.S.; Huffman, H.M.; Barmore, M., Thermal Data on Organic Compounds. XI. The Heat Capacities, Entropies and Free Energies of Ten Compounds Containing Oxygen or Nitrogen, J. Am. Chem. Soc., 1933, 55, 7, 2733, https://doi.org/10.1021/ja01334a016 . [all data]

Bernoulli and Veillon, 1932
Bernoulli, A.L.; Veillon, E.A., Analysis of the Constitution of Aromatic Two-component System by Means of the Gradients of Viscosity and Density., Helv. Chim. Acta, 1932, 15, 810. [all data]

Buehler, Wood, et al., 1932
Buehler, C.A.; Wood, J.H.; Hull, D.C.; Erwin, E.C., A Study of Molecular Organic Compounds. IV. The Molecular Organic Compounds of Phenol, their Parachors and Refractivities, J. Am. Chem. Soc., 1932, 54, 2398. [all data]

Dolique, 1932
Dolique, R., Bull. Sci. Pharmacol., 1932, 39, 129. [all data]

Howell, 1932
Howell, O.R., A study of the system water + phenol: I densities, Proc. R. Soc. London, A, 1932, 137, 418. [all data]

Smyth and Hitchcock, 1932
Smyth, C.P.; Hitchcock, C.S., J. Am. Chem. Soc., 1932, 54, 4634. [all data]

Bebie, 1930
Bebie, J., Suggestions Related to U. S. P. X Revision, J. Am. Pharm. Assoc., 1930, 19, 371. [all data]

Biltz, Fischer, et al., 1930
Biltz, W.; Fischer, W.; Wunnenberg, E., Molecular and Atomic Volumes. The Volume Requirements of Crystalline Organic Compounds and Low Temperatures, Z. Phys. Chem., Abt. A, 1930, 151, 13-55. [all data]

Jones, 1929
Jones, D.C., The systems n-butyl alcohol - water and n-butyl alcohol - acetone - water, J. Chem. Soc., 1929, 1929, 799-813. [all data]

Wilcox and Bailey, 1929
Wilcox, K.W.; Bailey, C.-K., J. Phys. Chem., 1929, 33, 905. [all data]

Bridgeman, 1927
Bridgeman, O.C., A Fixed Point for the Calibration of Pressure Gages. The Vapor Pressure of Liquid Carbon Dioxide at 0 deg., J. Am. Chem. Soc., 1927, 49, 1174. [all data]

Jones and Bury, 1927
Jones, E.R.H.; Bury, C.R., Philos. Mag., 1927, 4, 1125. [all data]

Hill and Malisoff, 1926
Hill, A.E.; Malisoff, W.M., The mutual solubility of liquids III the mutual solubility of phenol and water IV the mutual solubility of normal butyl alcohol and water, J. Am. Chem. Soc., 1926, 48, 918-27. [all data]

Perrakis, 1925
Perrakis, N., J. Chim. Phys. Phys.-Chim. Biol., 1925, 22, 285. [all data]

Bailey, 1923
Bailey, C.R., The increased solubility of phenolic substances in water on addition of a third substance, J. Chem. Soc., 1923, 123, 2579-2589. [all data]

Kendall and Beaver, 1921
Kendall, J.; Beaver, J.J., Compound Formation in Phenol-cresol Mixtures, J. Am. Chem. Soc., 1921, 43, 1853. [all data]

Rhodes and Markley, 1921
Rhodes, F.H.; Markley, A.L., The freezing-point diagram of the system phenol + water, J. Phys. Chem., 1921, 25, 527-34. [all data]

Leroux, 1919
Leroux, L., J. Pharm. Chim., 1919, 20, 88. [all data]

Dawson and Mountford, 1918
Dawson, H.M.; Mountford, C.A., J. Chem. Soc., Trans., 1918, 113, 937. [all data]

Fox and Barker, 1918
Fox, J.J.; Barker, M.F., The solidifying and boiling points of phenol and the cresols., J. Soc. Chem. Ind., London, Trans. Commun., 1918, 37, 268. [all data]

Hatcher and Skirrow, 1917
Hatcher, W.H.; Skirrow, F.W., The compounds of phenol and the cresols with pyridine., J. Am. Chem. Soc., 1917, 39, 1939. [all data]

Jaeger, 1917
Jaeger, F.M., Z. Anorg. Allg. Chem., 1917, 101, 130. [all data]

Bramley, 1916
Bramley, A., The Studyu of Binary Mixtures. Part III. Freezing Point Curves, J. Chem. Soc., 1916, 109, 469. [all data]

Masse and Leroux, 1916
Masse, R.; Leroux, L., C. R. Hebd. Seances Acad. Sci., 1916, 163, 361. [all data]

Morgan and Egloff, 1916
Morgan, J.L.R.; Egloff, G., J. Am. Chem. Soc., 1916, 38, 844. [all data]

Blaise and Block, 1912
Blaise, E.E.; Block, H., Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1912, 78, 397. [all data]

Kremann, 1910
Kremann, R., Monatsh. Chem., 1910, 31, 845. [all data]

Scheuer, 1910
Scheuer, O., Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1910, 72, 553. [all data]

Beck, 1907
Beck, K., The Relative Viscosity., Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1907, 58, 425. [all data]

Beck and Ebbinghaus, 1906
Beck, K.; Ebbinghaus, K., On Transition Temperatures and A Method of Meauring Them, Ber. Dtsch. Chem. Ges., 1906, 39, 3870. [all data]

Bolle and Guye, 1905
Bolle, J.; Guye, P.A., J. Chim. Phys. Phys.-Chim. Biol., 1905, 3, 38. [all data]

Friedlander, 1901
Friedlander, J., Unusual Phenomena in the Vicinity of Critical Points in Partially Miscible Liquids, Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1901, 38, 385. [all data]

Hulett, 1899
Hulett, G.A., The Continuous Transition of Liquid Crystals, Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1899, 26, 577. [all data]

Hulett, 1899, 2
Hulett, G.A., Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1899, 28, 629. [all data]

Eykman, 1889
Eykman, J.F., Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1889, 4, 497. [all data]

Notes

Go To: Top, Normal melting point, References

• Symbols used in this document:
  

  Tfus	Fusion (melting) point

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