Cyclohexene
- Formula: C6H10
- Molecular weight: 82.1436
- IUPAC Standard InChIKey: HGCIXCUEYOPUTN-UHFFFAOYSA-N
- 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
View 3d structure (requires JavaScript / HTML 5) - 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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Normal boiling point
Go To: Top, References, Notes
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
Tboil (K) | Reference | Comment |
---|---|---|
356.15 | Mato, Gonzalez, et al., 1989 | Uncertainty assigned by TRC = 0.1 K; TRC |
356.2 | Weast and Grasselli, 1989 | BS |
355. to 356. | Frinton Laboratories Inc., 1986 | BS |
356.2 | Majer and Svoboda, 1985 | |
356.16 | Svoboda, Vesely, et al., 1973 | Uncertainty assigned by TRC = 0.2 K; TRC |
356. | Samartsev and Ogloblin, 1965 | Uncertainty assigned by TRC = 1. K; TRC |
356.15 | Cheng, McCoubrey, et al., 1962 | Uncertainty assigned by TRC = 0.4 K; TRC |
356.3 | Wright, 1961 | Uncertainty assigned by TRC = 0.4 K; TRC |
354.15 | Jeffreys, 1960 | Uncertainty assigned by TRC = 2. K; TRC |
356.3 | Wright, 1960 | Uncertainty assigned by TRC = 0.3 K; TRC |
356.13 | Desty and Whyman, 1957 | Uncertainty assigned by TRC = 0.3 K; TRC |
354. | Huckel and Hanack, 1956 | Uncertainty assigned by TRC = 5. K; TRC |
355.9 | Traynham and Sehnert, 1956 | Uncertainty assigned by TRC = 2. K; TRC |
356.15 | Timmermans and Hennaut-Roland, 1955 | Uncertainty assigned by TRC = 0.1 K; TRC |
354. | Bordwell, Andersen, et al., 1954 | Uncertainty assigned by TRC = 3. K; TRC |
356.9 | Doering, Farber, et al., 1952 | Uncertainty assigned by TRC = 1. K; TRC |
353. | Moore, Trimble, et al., 1952 | Uncertainty assigned by TRC = 4. K; TRC; Data excluded from overall average |
355. | Stevens and Grummitt, 1952 | Uncertainty assigned by TRC = 5. K; TRC |
357. | Adkins and Watkins, 1951 | Uncertainty assigned by TRC = 4. K; TRC |
356.15 | Anonymous, 1951 | Uncertainty assigned by TRC = 0.3 K; TRC |
355.7 | Pino, Ercoli, et al., 1951 | Uncertainty assigned by TRC = 0.5 K; TRC |
355.65 | Pino and Paleari, 1951 | Uncertainty assigned by TRC = 1. K; TRC |
354. | Roberts and Chambers, 1951 | Uncertainty assigned by TRC = 5. K; TRC |
356.2 | Thompson and Ubbelohde, 1950 | Uncertainty assigned by TRC = 0.4 K; TRC |
356.1 | Foehr and Fenske, 1949 | Uncertainty assigned by TRC = 0.5 K; TRC |
356.2 | Platt, Klevens, et al., 1949 | Uncertainty assigned by TRC = 0.6 K; TRC |
355. | Adkins and Roebuck, 1948 | Uncertainty assigned by TRC = 2. K; TRC |
356.15 | Anonymous, 1948 | Uncertainty assigned by TRC = 1. K; TRC |
356.120 | Forziati and Rossini, 1948 | Uncertainty assigned by TRC = 0.1 K; TRC |
355. | Wittig and Vidal, 1948 | Uncertainty assigned by TRC = 2. K; TRC |
356.4 | Huckel and Harder, 1947 | Uncertainty assigned by TRC = 1. K; TRC |
355.90 | Lecat, 1947 | Uncertainty assigned by TRC = 0.4 K; TRC |
355.5 | Anonymous, 1945 | Uncertainty assigned by TRC = 0.5 K; TRC |
357. | Arbuzov, Zelinskii, et al., 1945 | Uncertainty assigned by TRC = 4. K; TRC |
356.0 | Montgomery and De Vries, 1942 | Uncertainty assigned by TRC = 0.6 K; TRC |
356.34 | Anonymous, 1941 | Uncertainty assigned by TRC = 0.2 K; TRC |
355.3 | White and Bishop, 1940 | Uncertainty assigned by TRC = 0.4 K; TRC |
357. | Nikolaeva and Puchkov, 1939 | Uncertainty assigned by TRC = 3. K; TRC |
355.85 | Carr and Stucklen, 1938 | Uncertainty assigned by TRC = 0.5 K; TRC |
357. | Kazanskii and Glushnev, 1938 | Uncertainty assigned by TRC = 2. K; TRC |
355.85 | Carr and Stucklen, 1937 | Uncertainty assigned by TRC = 0.15 K; TRC |
356.3 | Allsopp, 1934 | Uncertainty assigned by TRC = 0.6 K; TRC |
357. | Bodroux, 1929 | Uncertainty assigned by TRC = 3. K; TRC |
358. | Treibs and Schmidt, 1928 | Uncertainty assigned by TRC = 3. K; TRC |
355.8 | Mathews, 1926 | Uncertainty assigned by TRC = 0.3 K; TRC |
357. | Kern, Shriner, et al., 1925 | Uncertainty assigned by TRC = 3. K; TRC |
356.7 | Zelinskii, 1924 | Uncertainty assigned by TRC = 2. K; TRC |
354. | Faragher and Garner, 1921 | Uncertainty assigned by TRC = 3. K; TRC |
356.4 | Timmermans, 1921 | Uncertainty assigned by TRC = 0.2 K; TRC |
357. | Lagerlof, 1918 | Uncertainty assigned by TRC = 4. K; TRC |
356.4 | Von Auwers, Hinterseber, et al., 1915 | Uncertainty assigned by TRC = 2. K; TRC |
356. | Senderens, 1912 | Uncertainty assigned by TRC = 3. K; TRC |
354. | Skita and Ritter, 1911 | Uncertainty assigned by TRC = 4. K; TRC |
356. | Ipatieff, 1910 | Uncertainty assigned by TRC = 3. K; TRC |
356.45 | Chavanne and Van Roelen, 1908 | Uncertainty assigned by TRC = 1. K; TRC |
357. | Sabatier and Mailhe, 1907 | Uncertainty assigned by TRC = 2. K; TRC |
355.5 | Fortey, 1898 | Uncertainty assigned by TRC = 2. K; TRC |
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
Go To: Top, Normal boiling point, References
- Symbols used in this document:
Tboil Boiling point - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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