Cyclohexane
- Formula: C6H12
- Molecular weight: 84.1595
- IUPAC Standard InChIKey: XDTMQSROBMDMFD-UHFFFAOYSA-N
- CAS Registry Number: 110-82-7
- 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:
- Other names: Benzene, hexahydro-; Hexahydrobenzene; Hexamethylene; Hexanaphthene; Cicloesano; Cykloheksan; Rcra waste number U056; UN 1145; NSC 406835
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Condensed phase thermochemistry data
Go To: Top, IR Spectrum, 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -157.7 ± 1.8 | kJ/mol | Ccb | Spitzer and Huffman, 1947 | ALS |
ΔfH°liquid | -156.2 ± 0.79 | kJ/mol | Ccb | Prosen, Johnson, et al., 1946 | ALS |
ΔfH°liquid | -156.4 ± 1.3 | kJ/mol | Ccb | Moore, Renquist, et al., 1940 | Reanalyzed by Cox and Pilcher, 1970, Original value = -157.7 kJ/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -3930. ± 20. | kJ/mol | AVG | N/A | Average of 7 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 203.89 | J/mol*K | N/A | Aston, Szasa, et al., 1943 | DH |
S°liquid | 204.35 | J/mol*K | N/A | Ruehrwein and Huffman, 1943 | DH |
S°liquid | 205.9 | J/mol*K | N/A | Parks, Huffman, et al., 1930 | Extrapolation below 90 K, 50.54 J/mol*K.; DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
156.00 | 298.15 | Trejo, Costas, et al., 1991 | DH |
156.90 | 298.15 | Lainez, Rodrigo, et al., 1989 | DH |
143.9 | 326.5 | Voss and Sloan, 1989 | T = 326.5 to 450.0 K. Unsmoothed experimental datum.; DH |
155.96 | 298.15 | Saito and Tanaka, 1988 | DH |
154.32 | 298.15 | Shiohama, Ogawa, et al., 1988 | DH |
155.13 | 293.15 | Kalali, Kohler, et al., 1987 | T = 293.15, 313.15 K.; DH |
157.06 | 298.15 | Jimenez, Romani, et al., 1986 | DH |
155.85 | 298.15 | Ortega, 1986 | DH |
156.5 | 298.15 | Nkinamubanzi, Charlet, et al., 1985 | DH |
155.96 | 298.15 | Tanaka, Nakamichi, et al., 1985 | DH |
154.81 | 293.15 | Siddiqi, Svejda, et al., 1983 | DH |
156.4 | 298.15 | Grolier, Inglese, et al., 1982 | DH |
156.0 | 298.15 | Tanaka, 1982 | T = 293.15, 298.15, 303.15 K. Data at three temperatures.; DH |
156.149 | 298.15 | Fortier, D'Arcy, et al., 1979 | DH |
156.12 | 298.15 | Vesely, Zabransky, et al., 1979 | DH |
156.4 | 298.15 | Wilhelm, Grolier, et al., 1979 | DH |
156.35 | 298.15 | Grolier, Wilhelm, et al., 1978 | DH |
156.7 | 298. | Safir, 1978 | T = 298 to 313 K. Data calculated from equation Cp = 1.7493 + 0.00452 T kJ/kg*K.; DH |
156.12 | 298.15 | Vesely, Svoboda, et al., 1977 | T = 298 to 318 K.; DH |
156.07 | 298.15 | Fortier, Benson, et al., 1976 | DH |
156.070 | 298.15 | Fortier and Benson, 1976 | DH |
156.20 | 298.15 | Jolicoeur, Boileau, et al., 1975 | DH |
154.80 | 293.15 | Wilhelm, Zettler, et al., 1974 | T = 273 to 323 K.; DH |
159.6 | 298.15 | Subrahmanyam and Rajagopal, 1973 | T = 298 to 323 K.; DH |
155.2 | 298.15 | Wilhelm, Schano, et al., 1969 | Temperature 20, 30, and 40°C.; DH |
155.5 | 298. | Recko, 1968 | T = 24 to 40°C, equation only.; DH |
152.93 | 298. | Nikolaev, Rabinovich, et al., 1966 | T = 10 to 50°C.; DH |
155.31 | 298.00 | Moelwyn-Hughes and Thorpe, 1964 | T = 297 to 327 K.; DH |
155.2 | 311. | Swietoslawski and Zielenkiewicz, 1960 | Mean value 20 to 56°C.; DH |
154.2 | 300. | Auerbach, Sage, et al., 1950 | T = 300 to 366 K. Cp given as 0.4378 Btu/lb*R at 80°F.; DH |
155.85 | 295. | Aston, Szasa, et al., 1943 | T = 12 to 293 K.; DH |
156.31 | 298.15 | Ruehrwein and Huffman, 1943 | T = 13 to 302 K.; DH |
100.4 | 304.2 | Phillip, 1939 | DH |
143.9 | 298.9 | Parks, Huffman, et al., 1930 | T = 92 to 299 K. Value is unsmoothed experimental datum.; DH |
176.1 | 298. | Dejardin, 1919 | T = 22 to 50°C.; DH |
IR Spectrum
Go To: Top, Condensed phase thermochemistry data, References, Notes
Data compiled by: Coblentz Society, Inc.
- GAS (25 mmHg, N2 ADDED, TOTAL PRESSURE 600 mmHg); PERKIN-ELMER 180; DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 2 cm-1 resolution
- LIQUID (NEAT); DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm-1 resolution
- SOLUTION (10% CCl4 FOR 3800-1350, AND 10% CS2 FOR 1350-400 CM-1); DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm-1 resolution
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
References
Go To: Top, Condensed phase thermochemistry data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Spitzer and Huffman, 1947
Spitzer, R.; Huffman, H.M.,
The heats of combustion of cyclopentane, cyclohexane, cycloheptane and cyclooctane,
J. Am. Chem. Soc., 1947, 69, 211-213. [all data]
Prosen, Johnson, et al., 1946
Prosen, E.J.; Johnson, W.H.; Rossini, F.D.,
Heats of formation and combustion of the normal alkylcyclopentanes and cyclohexanes and the increment per CH2 group for several homologous series of hydrocarbons,
J. Res. NBS, 1946, 37, 51-56. [all data]
Moore, Renquist, et al., 1940
Moore, G.E.; Renquist, M.L.; Parks, G.S.,
Thermal data on organic compounds. XX. Modern combustion data for two methylnonanes, methyl ethyl ketone, thiophene and six cycloparaffins,
J. Am. Chem. Soc., 1940, 62, 1505-1507. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Aston, Szasa, et al., 1943
Aston, J.G.; Szasa, G.J.; Fink, H.L.,
The heat capacity and entropy, heats of transition, fusion and vaporization and the vapor pressures of cyclohexane. The vibrational frequencies of alicyclic ring systems,
J. Am. Chem. Soc., 1943, 65, 1135-1139. [all data]
Ruehrwein and Huffman, 1943
Ruehrwein, R.A.; Huffman, H.M.,
Thermal data. XVII. The heat capacity, entropy and free energy of formation of cyclohexane. A new method of heat transfer in low temperature calorimetry,
J. Am. Chem. Soc., 1943, 65, 1620-1625. [all data]
Parks, Huffman, et al., 1930
Parks, G.S.; Huffman, H.M.; Thomas, S.B.,
Thermal data on organic compounds. VI. The heat capacities, entropies and free energies of some saturated, non-benzenoid hydrocarbons,
J. Am. Chem. Soc., 1930, 52, 1032-1041. [all data]
Trejo, Costas, et al., 1991
Trejo, L.M.; Costas, M.; Patterson, D.,
Excess heat capacity of organic mixtures, Internat. DATA Series,
Selected Data Mixt., 1991, Ser. [all data]
Lainez, Rodrigo, et al., 1989
Lainez, A.; Rodrigo, M.M.; Wilhelm, E.; Grolier, J.-P.E.,
Excess volumes and excess heaat capacitiies of some mixtures with trans,trans,cis-1,5,9-cyclododecatriene at 298.15K,
J. Chem. Eng. Data, 1989, 34, 332-335. [all data]
Voss and Sloan, 1989
Voss, S.F.; Sloan, E.D.,
Thermal conductivity and heat capacity of synthetic fuel components,
Int. J. Thermophys., 1989, 10(5), 1029-1040. [all data]
Saito and Tanaka, 1988
Saito, A.; Tanaka, R.,
Excess volumes and heat capacities of binary mixtures formed from cyclohexane, hexane and heptane at 298.15 K,
J. Chem. Thermodynam., 1988, 20, 859-865. [all data]
Shiohama, Ogawa, et al., 1988
Shiohama, Y.; Ogawa, H.; Murakami, S.; Fujihara, I.,
Excess thermodynamic properties of (cis-decalin or trans-decalin + cyclohexane or methylcyclohexane or cyclooctane) at 298.15 K,
J. Chem. Thermodynam., 1988, 20, 1307-1314. [all data]
Kalali, Kohler, et al., 1987
Kalali, H.; Kohler, F.; Svejda, P.,
Excess properties of the mixture bis(2-dichlorethyl)ether (chlorex) + 2,2,4-trimethylpentane (isooctane),
Monatsh. Chem., 1987, 118, 1-18. [all data]
Jimenez, Romani, et al., 1986
Jimenez, E.; Romani, L.; Paz Andrade, M.I.; Roux-Desgranges, G.; Grolier, J.-P.E.,
Molar excess heat capacities and volumes for mixtures of alkanoates with cyclohexane at 25°C,
J. Solution Chem., 1986, 15(11), 879-890. [all data]
Ortega, 1986
Ortega, J.,
Excess molar heat capacities of the binary mixtures of cyclohexane with isomers of hexanol at 298.15 K,
Rev. Latinoam. Ing. Quim. Quim. Apl., 1986, 16, 307-315. [all data]
Nkinamubanzi, Charlet, et al., 1985
Nkinamubanzi, P.; Charlet, G.; Delmas, G.,
Excess enthalpies, excess heat capacities and excess volumes of tetraalkoxysilanes with cyclohexane and carbon tetrachloride,
Fluid Phase Equilibria, 1985, 20, 57-73. [all data]
Tanaka, Nakamichi, et al., 1985
Tanaka, R.; Nakamichi, T.; Murakami, S.,
Molar excess heat capacities and volumes for mixtures of benzomitrile with cyclohexane between 10 and 45°C,
J. Solution Chem., 1985, 14(11), 795-803. [all data]
Siddiqi, Svejda, et al., 1983
Siddiqi, M.A.; Svejda, P.; Kohler, F.,
A generalized van der Waals equation of state II. Excess heat capacities of mixtures containing cycloalkanes (C5,C6), methylcycloalkanes (C5,C6) and n-decane,
Ber. Bunsenges. Phys. Chem., 1983, 87, 1176-1181. [all data]
Grolier, Inglese, et al., 1982
Grolier, J.-P.E.; Inglese, A.; Wilhelm, E.,
Excess volumes and excess heat capacities of tetrachloroethene + cyclohexane, + methylcyclohexane, + benzene, and + toluene at 298.15 K,
J. Chem. Thermodynam., 1982, 14, 523-529. [all data]
Tanaka, 1982
Tanaka, R.,
Determination of excess heat capacities of (benzene + tetrachloromethane and + cyclohexane) between 293.15 and 303.15 K by use of a Picker flow calorimeter,
J. Chem. Thermodynam., 1982, 14, 259-268. [all data]
Fortier, D'Arcy, et al., 1979
Fortier, J.-L.; D'Arcy, P.J.; Benson, G.C.,
Heat capacities of binary cycloalkane mixtures at 298.15 K,
Thermochim. Acta, 1979, 28, 37-43. [all data]
Vesely, Zabransky, et al., 1979
Vesely, F.; Zabransky, M.; Svoboda, V.; Pick, J.,
The use of mixing calorimeter for measuring heat capacities of liquids,
Coll. Czech. Chem. Commun., 1979, 44, 3529-3532. [all data]
Wilhelm, Grolier, et al., 1979
Wilhelm, E.; Grolier, G.-P.E.; Karbalai Ghassemi, M.H.,
Molar heat capacity of binary liquid mixtures: 1,2-dichloroethane + cyclohexane and 1,2-dichloroethane + methylcyclohexane,
Thermochim. Acta, 1979, 28, 59-69. [all data]
Grolier, Wilhelm, et al., 1978
Grolier, J.-P.E.; Wilhelm, E.; Hamedi, M.H.,
Molar heat capacities and isothermal compressibility of binary liquid mixtures: carbon tetrachloride + benzene, carbon tetrachloride + cyclohexane and benzene + cyclohexane,
Ber. Bunsenges. Phys. Chem., 1978, 82, 1282-1290. [all data]
Safir, 1978
Safir, L.I.,
Experimental determination of the isobaric heat capacity of cyclohexane at atmospheric pressure,
Izv. Vyssh. Uchebn. Zaved. Neft. Gaz 21, 1978, (12), 81-82. [all data]
Vesely, Svoboda, et al., 1977
Vesely, F.; Svoboda, V.; Pick, J.,
Heat capacities of some organic liquids determined with the mixing calorimeter,
1st Czech. Conf. Calorimetry (Lect. Short Commun.), 1977, C9-1-C9-4. [all data]
Fortier, Benson, et al., 1976
Fortier, J.-L.; Benson, G.C.; Picker, P.,
Heat capacities of some organic liquids determined with the Picker flow calorimeter,
J. Chem. Thermodynam., 1976, 8, 289-299. [all data]
Fortier and Benson, 1976
Fortier, J.-L.; Benson, G.C.,
Excess heat capacities of binary liquid mixtures determined with a Picker flow calorimeter,
J. Chem. Thermodynam., 1976, 8, 411-423. [all data]
Jolicoeur, Boileau, et al., 1975
Jolicoeur, C.; Boileau, J.; Bazinet, S.; Picker, P.,
Thermodynamic properties of aqueous organic solutes in relation to their structure. Part II. Apparent molal volumes and heat capacities of c-alkylamine hydrobromides in water,
Can. J. Chem., 1975, 53, 716-722. [all data]
Wilhelm, Zettler, et al., 1974
Wilhelm, E.; Zettler, M.; Sackmann, H.,
Molar heat capacities for the binary systems cyclohexane, carbon tetrachloride,
silicon tetrachloride and tin tetrachloride Ber. Bunsenges. Phys. Chem., 1974, 78, 795-804. [all data]
Subrahmanyam and Rajagopal, 1973
Subrahmanyam, S.V.; Rajagopal, E.,
Excess thermodynamic functions of the systems isooctane + carbon tetrachloride and isooctane + cyclohexane,
Z. Phys. Chem. [NF], 1973, 85, 256-268. [all data]
Wilhelm, Schano, et al., 1969
Wilhelm, E.; Schano, R.; Becker, G.; Findenegg, G.H.; Kohler, F.,
Molar heat capacity at constant volume. Binary mixtures of 1,2-dichloroethane and 1,2-dibromoethane with cyclohexane,
Trans. Faraday Soc., 1969, 65, 1443-1455. [all data]
Recko, 1968
Recko, W.M.,
Excess heat capacity of the binary systems formed by n-propyl alcohol with benzene, mesitylene and cyclohexane,
Bull. Acad. Pol. Sci. Ser. Sci. Chim., 1968, 16, 549-552. [all data]
Nikolaev, Rabinovich, et al., 1966
Nikolaev, P.N.; Rabinovich, I.B.; Gal'perin, V.A.; Tsvetkov, V.G.,
Isotopic effect on the specific heat and compressibility of deuterocyclohexane,
Zhur. Fiz. Khim., 1966, 40, 1091-1097. [all data]
Moelwyn-Hughes and Thorpe, 1964
Moelwyn-Hughes, E.A.; Thorpe, P.L.,
The physical and thermodynamic properties of some associated solutions. II. Heat capacities and compressibilities,
Proc. Roy. Soc. (London), 1964, 278A, 574-587. [all data]
Swietoslawski and Zielenkiewicz, 1960
Swietoslawski, W.; Zielenkiewicz, A.,
Mean specific heat in homologous series of binary and ternary positive azeotropes,
Bull. Acad. Pol. Sci. Ser. Sci. Chim., 1960, 8, 651-653. [all data]
Auerbach, Sage, et al., 1950
Auerbach, C.E.; Sage, B.H.; Lacey, W.N.,
Isobaric heat capacities at bubble point,
Ind. Eng. Chem., 1950, 42, 110-113. [all data]
Phillip, 1939
Phillip, N.M.,
Adiabatic and isothermal compressibilities of liquids,
Proc. Indian Acad. Sci., 1939, A9, 109-120. [all data]
Dejardin, 1919
Dejardin, G.,
Pressions maxima des vapeurs du benzene et du cyclohexane aux temperatures moyennes et calcul de leurs chaleurs specifiques principales,
Ann. phys. [9], 1919, 11, 253-291. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, IR Spectrum, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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