Cyclohexane, methyl-

• Formula: C₇H₁₄
• Molecular weight: 98.1861
• IUPAC Standard InChI: InChI=1S/C7H14/c1-7-5-3-2-4-6-7/h7H,2-6H2,1H3 Copy

  
• IUPAC Standard InChIKey: UAEPNZWRGJTJPN-UHFFFAOYSA-N Copy
• CAS Registry Number: 108-87-2
• 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:
  • Methylcyclohexane-d14
• Other names: Cyclohexylmethane; Hexahydrotoluene; Methylcyclohexane; Sextone B; Toluene hexahydride; Hexahydroxytoluene; Metylocykloheksan; Toluene, hexahydro-; UN 2296; NSC 9391
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• Information on this page:
  • Normal boiling point
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Henry's Law data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
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Normal boiling 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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
BS - Robert L. Brown and Stephen E. Stein

References

Go To: Top, Normal boiling point, Notes

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

Yoshikawa and Kato, 1992
Yoshikawa, H.; Kato, M., Vapor-liquid equilibria and liquid density behavior for hexane-cyclohexane, cyclohexane-methylcyclohexane and cyclohexane-toluene systems, Kagaku Kogaku Ronbunshu, 1992, 18, 723-8. [all data]

Aizawa and Kato, 1991
Aizawa, K.; Kato, M., Vapor-liquid equilibrium determination by total pressure measurements for three binary systems made of 1,2-dimethoxyethane with toluene, methylcyclohexane, or (trifluoromethyl)benzene, J. Chem. Eng. Data, 1991, 36, 159-61. [all data]

Ramanjaneyulu, Surendranath, et al., 1989
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Weast and Grasselli, 1989
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Majer and Svoboda, 1985
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Wisniak and Tamir, 1977
Wisniak, J.; Tamir, A., Thermodynamic Properties of the Systems Methylcyclohexane-Toluene, n-Heptane-Toluene, and Methylcyclohexane-Toluene-n-Heptane, J. Chem. Eng. Data, 1977, 22, 391. [all data]

Christopher, Laukhuf, et al., 1976
Christopher, P.M.; Laukhuf, W.L.S.; Plank, C.A., The Densities of Methylcyclohexane-n-heptane Mixtures, J. Chem. Eng. Data, 1976, 21, 443. [all data]

Kikkawa, Hayashi, et al., 1975
Kikkawa, S.; Hayashi, T.; Nomura, M.; Otsu, N., Chlorination of methylcyclohexane in molten salt media, Bull. Chem. Soc. Japan, 1975, 48, 90-5. [all data]

Rao and Naidu, 1974
Rao, M.V.P.; Naidu, P.R., Excess volumes of binary mixtures of alcohols in methylcyclohexane, Can. J. Chem., 1974, 52, 788. [all data]

Chinikamala, Houth, et al., 1973
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Nagata, Ohta, et al., 1973
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Smirnov, Syroezhko, et al., 1973
Smirnov, P.A.; Syroezhko, A.M.; Potekhin, V.M., Free-radical decomposition of methylcyclohexyl hydroperoxides in presence of alkali-metal stearates, J. Appl. Chem. USSR (Engl. Transl.), 1973, 46, 1399-1402. [all data]

Specjal, 1973
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Wade and Taylor, 1973
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Gavrilov, Molchanova, et al., 1970
Gavrilov, B.G.; Molchanova, G.K.; Aleinikova, L.I., Alkylation of methylcyclohexane with propylene in nitromethane at various temperatures in presence of alumnium chloride promoted with ferric chloride, J. Appl. Chem. USSR (Engl. Transl.), 1970, 43, 2747-54. [all data]

Gavrilov and Trostyanskaya, 1970
Gavrilov, B.G.; Trostyanskaya, I.I., J. Appl. Chem. USSR (Engl. Trans.), 1970, 43, 2143-5. [all data]

Takegami, Suzuki, et al., 1970
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Ismailov, Mekhtiev, et al., 1969
Ismailov, R.G.; Mekhtiev, S.D.; Suleimanov, G.N.; Samedov, Kh.S.; Rizaev, R.G.; Sharifova, Sh.F., Preparation of benzonitrile by the oxidative ammonolysis of toluene and methylcyclohexane in a fluidized bead of catalyst on experimental apparatus, Azerb. Khim. Zh., 1969, 3, 9-12. [all data]

Raju and Rao, 1969
Raju, B.N.; Rao, D.P., Isobaric vapor-liquid equilbrium data for the systems 1-propanol- methylcyclohexane and methylcyclohexane-1- butanol, J. Chem. Eng. Data, 1969, 14, 283-6. [all data]

Mann, Muehlstaedt, et al., 1968
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Bolotov, Kharitonov, et al., 1967
Bolotov, B.A.; Kharitonov, N.P.; Batyaev, E.A.; Rumyantseva, E.G., Zh. Obshch. Khim., 1967, 37, 2113-7. [all data]

Ordyan and Eidus, 1966
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Elliott, Tao, et al., 1965
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Freidlin, Nazarova, et al., 1965
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Nagata, 1965
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Ordyan, Eidus, et al., 1965
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Ordyan, Eidus, et al., 1965, 2
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Raju, Ranganathan, et al., 1963
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Smith, Ohlson, et al., 1963
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Stephenson and Van Winkle, 1962
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Alagy, Clement, et al., 1961
Alagy, J.; Clement, G.; Balaceanu, J.C., Bull. Soc. Chim. Fr., 1961, 1961, 1792-9. [all data]

Amaya, 1961
Amaya, K., Thermodynamical studies on bionary systems consisting of polar and non-polar liquids. II. the measurement of the heats of mixing for binary systems of polar and non-polar liquids, Bull. Chem. Soc. Jpn., 1961, 34, 1278. [all data]

Nazarova, Freidlin, et al., 1961
Nazarova, N.M.; Freidlin, L.K.; Shafran, R.N.; Litvin, E.F., The thermal alkylation of methylcyclohexane by olefins under pressure, Neftekhimiya, 1961, 1, 613-8. [all data]

Foster and Hickinbottom, 1960
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Foster and Hickinbottom, 1960, 2
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Mikhailova, Smirnova, et al., 1960
Mikhailova, E.A.; Smirnova, E.N.; Petukhova, V.A.; Kazanskii, B.A., Zh. Fiz. Khim., 1960, 34, 824. [all data]

Yen and Reed, 1959
Yen, L.C.; Reed, T.M., Vapor-Liquid Equilibria in Binary Systems Containing Fluorocarbons and Chlorofluorocarbons, J. Chem. Eng. Data, 1959, 4, 102. [all data]

Desty and Whyman, 1957
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Myers, 1956
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Nerheim and Dinerstein, 1956
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Balandin, Turova-Pollyak, et al., 1955
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Garner and Hall, 1955
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Weber, 1955
Weber, J.H., Ind. Eng. Chem., 1955, 47, 454. [all data]

Colonge and Berthoud, 1952
Colonge, J.; Berthoud, J., The Preparation of Several Pure Hydrocarbons, Bull. Soc. Chim. Fr., 1952, 1952, 211. [all data]

Linsk, 1950
Linsk, J., Rearrangement of 4-Methylcyclohexene during Sulfuric Acid-catalyzed Reaction with Benzene, J. Am. Chem. Soc., 1950, 72, 4257. [all data]

Denyer, Fidler, et al., 1949
Denyer, R.L.; Fidler, F.A.; Lowry, R.A., Azeotrope Formation Between Thiols and Hydrocarbons, Ind. Eng. Chem., 1949, 41, 2727-37. [all data]

Gelus, Marple, et al., 1949
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Marschner and Cropper, 1949
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Nicolini and Laffitte, 1949
Nicolini, E.; Laffitte, P., Vapor Pressure of Some Pure Organic Liquids, C. R. Hebd. Seances Acad. Sci., 1949, 229, 757-9. [all data]

Fenske, Braun, et al., 1947
Fenske, M.R.; Braun, W.G.; Wiegand, R.V.; Quiggle, D.; McCormick, R.H.; Rank, D.H., Raman Spectra of Hydrocarbons, Anal. Chem., 1947, 19, 700. [all data]

Kay, 1947
Kay, W.B., Vapor Pressures and Saturated Liquid and Vapor DEensities of Cyclopentane, Methylcyclopentane, Ethylcyclopentane, and Methylcyclohexane, J. Am. Chem. Soc., 1947, 69, 1273-7. [all data]

Anonymous, 1946
Anonymous, R., , Am. Pet. Inst. Res. Proj. 45, Ohio State Univ., 1946. [all data]

Bazhulin, Sterin, et al., 1946
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Forziati, Glasgow, et al., 1946
Forziati, A.F.; Glasgow, A.R.; Willingham, C.B.; Rossini, F.D., Specification adn Properties of 29 Paraffin, 4 Alkylcyclopentanes, 10 Alkylcyclohexanes and 8 Alkylbenzene Hydrocarbons, J. Res. Natl. Bur. Stand. (U. S.), 1946, 36, 129. [all data]

Kay, 1946
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Fidler, 1945
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Greensfelder and Voge, 1945
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Smith and Pennekamp, 1945
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Forziati, Willingham, et al., 1944
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Lecat, 1943
Lecat, M., Azeotropes of Ethyl Urethane and other Azeotropes, C. R. Hebd. Seances Acad. Sci., 1943, 217, 273. [all data]

McArdle and Robertson, 1943
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Willingham, 1943
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Anonymous, 1940
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Stuckey and Saylor, 1940
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White and Bishop, 1940
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Wibaut, Hoog, et al., 1939
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Evans, 1938
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Evans, 1938, 2
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Smittenberg, Hoog, et al., 1938
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Brown, Durand, et al., 1936
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Leslie and White, 1935
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Signaigo and Cramer, 1933
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Hicks-Brunn and Bruun, 1932
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Brame and Hunter, 1927
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Lecat, 1927, 2
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Lecat, 1926
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Lagerlof, 1918
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Sabatier and Senderens, 1901
Sabatier, P.; Senderens, J.B., C. R. Hebd. Seances Acad. Sci., 1901, 132, 1254. [all data]

Sabatier and Senderens, 1901, 2
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Knoevenagel, E., Justus Liebigs Ann. Chem., 1897, 297, 159. [all data]

Zelinskii, 1897
Zelinskii, N.D., Experiments in Hexamethylene Series, Ber. Dtsch. Chem. Ges., 1897, 30, 1532-40. [all data]

Zelinskii, 1897, 2
Zelinskii, N.D., Experiments in the Hexamethylene Series, Ber. Dtsch. Chem. Ges., 1897, 30, 387-91. [all data]

Notes

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• Symbols used in this document:
  

  Tboil

  Boiling point

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