Cyclohexene

• Formula: C₆H₁₀
• Molecular weight: 82.1436
• IUPAC Standard InChI: InChI=1S/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2 Copy

  
• IUPAC Standard InChIKey: HGCIXCUEYOPUTN-UHFFFAOYSA-N Copy
• CAS Registry Number: 110-83-8
• 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: Benzene tetrahydride; Benzene, tetrahydro-; Cyclohex-1-ene; Tetrahydrobenzene; 1,2,3,4-Tetrahydrobenzene; Cykloheksen; Hexanaphthylene; UN 2256; 1-Cyclohexene; NSC 24835
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• Information on this page:
  • Normal boiling point
  • References
  • Notes
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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.

Mato, Gonzalez, et al., 1989
Mato, F.; Gonzalez, G.; Arroyo, F.J., Vapor-Liquid Equilibria at 760 mmHg in the Binary Systems Cyclohexene- 1,2-Dichloroethane and Cyclhexane-1,2-Dichloroethane, J. Chem. Eng. Data, 1989, 34, 179. [all data]

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

Frinton Laboratories Inc., 1986
Frinton Laboratories Inc., Catalog Number 11, Frinton Laboratories Inc., Vineland, NJ, 1986, 99. [all data]

Majer and Svoboda, 1985
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]

Svoboda, Vesely, et al., 1973
Svoboda, V.; Vesely, F.; Holub, R.; Pick, J., Enthalpy data of liquids: II the dependence of heats of vaporization of methanol, propanol, butanol, cyclohexane, cyclohexene and benzene on temperature, Collect. Czech. Chem. Commun., 1973, 38, 3539-43. [all data]

Samartsev and Ogloblin, 1965
Samartsev, M.A.; Ogloblin, K.A., Interaction of nitrosyl Chloride with unsaturate compounds. XVII. cis-trans -isomerism of aliphatic chloronitroso compounds, J. Org. Chem. USSR (Engl. Transl.), 1965, 1, 29-34. [all data]

Cheng, McCoubrey, et al., 1962
Cheng, D.C.H.; McCoubrey, J.C.; Phillips, D.G., Critical Temperatures of Some Organic Cyclic Compounds, Trans. Faraday Soc., 1962, 58, 224. [all data]

Wright, 1961
Wright, F.J., Influence of temperature on viscosity of nonassociated liquids, J. Chem. Eng. Data, 1961, 6, 454. [all data]

Jeffreys, 1960
Jeffreys, G.V., Phase Equilibrium for the System Cyclohexane, Normal Heptane, and Aniline, J. Inst. Pet., 1960, 46, 26. [all data]

Wright, 1960
Wright, F.J., Latent Heat of Vaporization and Composition, Recl. Trav. Chim. Pays-Bas, 1960, 79, 784-9. [all data]

Desty and Whyman, 1957
Desty, D.H.; Whyman, B.H.F., Anal. Chem., 1957, 29, 320. [all data]

Huckel and Hanack, 1956
Huckel, W.; Hanack, M., Methanolysis of Cyclohexyl Toluensulfonate, Chem. Ber., 1956, 89, 1989-90. [all data]

Traynham and Sehnert, 1956
Traynham, J.G.; Sehnert, M.F., Ring Size and Reactivity of Cyclic Olefins: Complexation with Aqueous Silver Ion, J. Am. Chem. Soc., 1956, 78, 4024. [all data]

Timmermans and Hennaut-Roland, 1955
Timmermans, J.; Hennaut-Roland, M., Work of the International Bureau of Physical-Chemical Standards. IX. The Physical Constants of Twenty Organic Compounds, J. Chim. Phys. Phys.-Chim. Biol., 1955, 52, 223. [all data]

Bordwell, Andersen, et al., 1954
Bordwell, F.G.; Andersen, H.M.; Pitt, B.M., The Reaction of Thiacyclopropanes (Olefin Sulfes) and Thiacyclobutanes with Organolithium Compounds, J. Am. Chem. Soc., 1954, 76, 1082. [all data]

Doering, Farber, et al., 1952
Doering, W. vonE.; Farber, M.; Sayigh, A., The Oxidative Bisdecarboxylation of α,β-Dicarboxylic Acids, J. Am. Chem. Soc., 1952, 74, 4370. [all data]

Moore, Trimble, et al., 1952
Moore, R.J.; Trimble, R.A.; Greensfelder, B.S., Selective Hydrogenation of Polyolefins with Metal sulfide Catalysts in the Liquid Phase, J. Am. Chem. Soc., 1952, 74, 373. [all data]

Stevens and Grummitt, 1952
Stevens, H.C.; Grummitt, O., The Stereochemitry of te Reactions of cis- and trans-2-Chlorocyclohexanol with Thionyl Chloride, J. Am. Chem. Soc., 1952, 74, 4876-9. [all data]

Adkins and Watkins, 1951
Adkins, H.; Watkins, S.H., Investigation of the Properties of Alumina ex-Aliminum Isopropxide as a Catalyst for Dehydrations., J. Am. Chem. Soc., 1951, 73, 2184. [all data]

Anonymous, 1951
Anonymous, R., , Sunbury Rep. No. 4199, Anglo-Iranian Oil Co., 1951. [all data]

Pino, Ercoli, et al., 1951
Pino, P.; Ercoli, R.; Mantica, E., Gazz. Chim. Ital., 1951, 81, 635. [all data]

Pino and Paleari, 1951
Pino, P.; Paleari, C., Synthesis of Anilides from Unsaturated Compounds, Carbon Monoxide,and Aniline, Gazz. Chim. Ital., 1951, 81, 646. [all data]

Roberts and Chambers, 1951
Roberts, J.D.; Chambers, V.C., Small ring compd. VIII. some nucleophilic displacement reaction of cyclo- propyl, cyclobutyl, cyclopentyl & cyclohexyl p-toluenesulfonates & halides, J. Am. Chem. Soc., 1951, 73, 5034. [all data]

Thompson and Ubbelohde, 1950
Thompson; Ubbelohde, A.R., Trans. Faraday Soc., 1950, 46, 349. [all data]

Foehr and Fenske, 1949
Foehr, E.G.; Fenske, M.R., Magneto-optic Rotation of Hydrocarbons, Ind. Eng. Chem., 1949, 41, 1956. [all data]

Platt, Klevens, et al., 1949
Platt, J.R.; Klevens, H.B.; Price, W.C., J. Chem. Phys., 1949, 17, 466. [all data]

Adkins and Roebuck, 1948
Adkins, H.; Roebuck, A.K., Isomerization of Cyclohexenes to Cyclopentenes: Oxidation of These Alkenes to Glycols and Acids., J. Am. Chem. Soc., 1948, 70, 4041. [all data]

Anonymous, 1948
Anonymous, B., The Chemistry of Fatty Amines, Armour & Co., Chicago, 1948. [all data]

Forziati and Rossini, 1948
Forziati, A.F.; Rossini, F.D., Personal Commun., 1948. [all data]

Wittig and Vidal, 1948
Wittig; Vidal, Chem. Ber., 1948, 81, 368. [all data]

Huckel and Harder, 1947
Huckel, W.; Harder, H., Chem. Ber., 1947, 80, 357. [all data]

Lecat, 1947
Lecat, M., Orthobaric Azeotropes of Sulfides, Bull. Cl. Sci., Acad. R. Belg., 1947, 33, 160-82. [all data]

Anonymous, 1945
Anonymous, R., Private Commun., Am. Pet. Inst. Res. Proj. 45, 1945. [all data]

Arbuzov, Zelinskii, et al., 1945
Arbuzov, Yu.A.; Zelinskii, N.D.; Shuikin, N.I., Oxidation of Cyclohexene by Selenious Acid and A New Method of Preparation 1,3-Cyclohexadiene, Bull. Acad. Sci. U.R.S.S. Classe Sci. Chim., 1945, 1945, 163-6. [all data]

Montgomery and De Vries, 1942
Montgomery, J.B.; De Vries, T., The Heat Capacity of Organic Vapours. IV. Benzene, Flourobenzene, Toluene, Cyclohexane, Methylcyclohexane and Cyclohexane, J. Am. Chem. Soc., 1942, 64, 2375. [all data]

Anonymous, 1941
Anonymous, R., , Am. Pet. Inst. Hydrocarbon Res. Proj., Third Annu. Rep., Ohio State Univ., Aug. 31, 1941. [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]

Nikolaeva and Puchkov, 1939
Nikolaeva, A.F.; Puchkov, P.V., Catalytic High-pressure Hydrogenation of Cyclohexene, J. Gen. Chem. (U.S.S.R.), 1939, 9, 2153-5. [all data]

Carr and Stucklen, 1938
Carr, E.P.; Stucklen, H., The ultraviolet absorbtion of simple hydrocarbons: IV unsaturated cyclic hydrocarbons in the schumann region, J. Chem. Phys., 1938, 6, 55. [all data]

Kazanskii and Glushnev, 1938
Kazanskii, B.A.; Glushnev, Zh. Obshch. Khim., 1938, 8, 642. [all data]

Carr and Stucklen, 1937
Carr, E.R.; Stucklen, H., The Ultraviolet Absorption Spectra of the Isomers of Butene-2 and Pentene-2, J. Am. Chem. Soc., 1937, 59, 2138. [all data]

Allsopp, 1934
Allsopp, C.B., Refractive Dispersion of Organic Compounds IV. Cyclohexene and 1,3-Cyclohexadiene, Proc. R. Soc. London, A, 1934, 143, 618. [all data]

Bodroux, 1929
Bodroux, D., The Action of Cyclohexane and Its Derivatives on Organic Compounds in the Presence of Aluminum Chloride, Ann. Chim., 1929, 11, 511-82. [all data]

Treibs and Schmidt, 1928
Treibs, W.; Schmidt, H., Oxidation of Reactive Methylene Groups, Chem. Ber., 1928, 61B, 459-65. [all data]

Mathews, 1926
Mathews, J.H., The Accurate Measurement of Heats of Vaporization of Liquids, J. Am. Chem. Soc., 1926, 48, 562. [all data]

Kern, Shriner, et al., 1925
Kern, J.W.; Shriner, R.L.; Adams, R., Platinum and Palladium Oxides as Catalysts in the Reduction of Organic Compounds IX. The Reduction of Olefins, J. Am. Chem. Soc., 1925, 47, 1147. [all data]

Zelinskii, 1924
Zelinskii, N.D., Ber. Dtsch. Chem. Ges., 1924, 57, 2055. [all data]

Faragher and Garner, 1921
Faragher, W.F.; Garner, F.H., The Elimination of Hydrogen CHloride from Chlorohydrocarbons, J. Am. Chem. Soc., 1921, 43, 1715-24. [all data]

Timmermans, 1921
Timmermans, J., The Freezing Points of Organic Substances IV. New Exp. Determinations, Bull. Soc. Chim. Belg., 1921, 30, 62. [all data]

Lagerlof, 1918
Lagerlof, D., Thermodynamic research: reduced formulas for simplified calculations of latent molar heat of evaporation, J. Prakt. Chem., 1918, 98, 136. [all data]

Von Auwers, Hinterseber, et al., 1915
Von Auwers, K.; Hinterseber, R.; Treppman, W., Concerning Simple Hydroaromatic Hydrocarbons, Alcohols and Ketones, Justus Liebigs Ann. Chem., 1915, 410, 257-287. [all data]

Senderens, 1912
Senderens, J.B., C. R. Hebd. Seances Acad. Sci., 1912, 154, 1168. [all data]

Skita and Ritter, 1911
Skita, A.; Ritter, H., Ber. Dtsch. Chem. Ges., 1911, 44, 668-76. [all data]

Ipatieff, 1910
Ipatieff, W., Chem. Ber., 1910, 43, 3383. [all data]

Chavanne and Van Roelen, 1908
Chavanne, G.; Van Roelen, B., Cyclohexanol., Bull. Soc. Chim. Belg., 1908, 22, 410. [all data]

Sabatier and Mailhe, 1907
Sabatier, P.; Mailhe, A., Ann. Chim. Phys., 1907, 10, 527. [all data]

Fortey, 1898
Fortey, E.C., Hexamethylene from American and Galician Petroleum, J. Chem. Soc., 1898, 73, 932-49. [all data]

Notes

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• Symbols used in this document:
  

  Tboil

  Boiling point

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