Cyclohexane

Formula: C₆H₁₂
Molecular weight: 84.1595
IUPAC Standard InChI: InChI=1S/C6H12/c1-2-4-6-5-3-1/h1-6H2
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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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References, Notes

Data compiled as indicated in comments:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	-29.78	kcal/mol	N/A	Spitzer and Huffman, 1947	Value computed using Δ_fH_liquid° value of -157.7±1.8 kj/mol from Spitzer and Huffman, 1947 and Δ_vapH° value of 33.1 kj/mol from Prosen, Johnson, et al., 1946.; DRB
Δ_fH°_gas	-29.43 ± 0.19	kcal/mol	Ccb	Prosen, Johnson, et al., 1946	ALS
Δ_fH°_gas	-29.47	kcal/mol	N/A	Moore, Renquist, et al., 1940	Value computed using Δ_fH_liquid° value of -156.4±1.3 kj/mol from Moore, Renquist, et al., 1940 and Δ_vapH° value of 33.1 kj/mol from Prosen, Johnson, et al., 1946.; DRB
Quantity	Value	Units	Method	Reference	Comment
S°_gas	71.269	cal/mol*K	N/A	Beckett C.W., 1947	Close value of S(298.15 K)=298.78(0.75) J/mol*K was obtained by [43ASTSZA] from calorimetric data.; GT

Constant pressure heat capacity of gas

C_p,gas (cal/mol*K)	Temperature (K)	Reference	Comment
8.143	50.	Dorofeeva O.V., 1986	There is an appreciable difference (up to 3.0-4.5 J/mol*K) between selected values of S(T) and Cp(T) and earlier statistically calculated values [ Brickwedde F.G., 1946, Beckett C.W., 1947, Kilpatrick J.E., 1947, Lippincott E.R., 1966] at high temperatures. It is due to using the most reliable molecular constants in [ Dorofeeva O.V., 1986].; GT
10.18	100.
13.10	150.
16.50	200.
22.75	273.15
25.18 ± 0.48	298.15
25.361	300.
35.526	400.
45.096	500.
53.389	600.
60.378	700.
66.217	800.
71.085	900.
75.148	1000.
78.552	1100.
81.417	1200.
83.841	1300.
85.908	1400.
87.679	1500.

Constant pressure heat capacity of gas

C_p,gas (cal/mol*K)	Temperature (K)	Reference	Comment
33.000	370.	Spitzer R., 1946	Please also see Montgomery J.B., 1942.; GT
34.21 ± 0.30	384.
35.000	390.
36.800	410.
38.67 ± 0.40	428.
41.70 ± 0.40	460.
45.30 ± 0.50	495.
47.00 ± 0.50	521.
49.30 ± 0.50	544.

Condensed phase thermochemistry data

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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
Δ_fH°_liquid	-37.68 ± 0.42	kcal/mol	Ccb	Spitzer and Huffman, 1947	ALS
Δ_fH°_liquid	-37.34 ± 0.19	kcal/mol	Ccb	Prosen, Johnson, et al., 1946	ALS
Δ_fH°_liquid	-37.39 ± 0.32	kcal/mol	Ccb	Moore, Renquist, et al., 1940	Reanalyzed by Cox and Pilcher, 1970, Original value = -37.69 kcal/mol; ALS
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_liquid	-938. ± 5.	kcal/mol	AVG	N/A	Average of 7 values; Individual data points
Quantity	Value	Units	Method	Reference	Comment
S°_liquid	48.731	cal/mol*K	N/A	Aston, Szasa, et al., 1943	DH
S°_liquid	48.841	cal/mol*K	N/A	Ruehrwein and Huffman, 1943	DH
S°_liquid	49.21	cal/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

C_p,liquid (cal/mol*K)	Temperature (K)	Reference	Comment
37.285	298.15	Trejo, Costas, et al., 1991	DH
37.500	298.15	Lainez, Rodrigo, et al., 1989	DH
34.39	326.5	Voss and Sloan, 1989	T = 326.5 to 450.0 K. Unsmoothed experimental datum.; DH
37.275	298.15	Saito and Tanaka, 1988	DH
36.883	298.15	Shiohama, Ogawa, et al., 1988	DH
37.077	293.15	Kalali, Kohler, et al., 1987	T = 293.15, 313.15 K.; DH
37.538	298.15	Jimenez, Romani, et al., 1986	DH
37.249	298.15	Ortega, 1986	DH
37.40	298.15	Nkinamubanzi, Charlet, et al., 1985	DH
37.275	298.15	Tanaka, Nakamichi, et al., 1985	DH
37.000	293.15	Siddiqi, Svejda, et al., 1983	DH
37.38	298.15	Grolier, Inglese, et al., 1982	DH
37.28	298.15	Tanaka, 1982	T = 293.15, 298.15, 303.15 K. Data at three temperatures.; DH
37.3205	298.15	Fortier, D'Arcy, et al., 1979	DH
37.314	298.15	Vesely, Zabransky, et al., 1979	DH
37.38	298.15	Wilhelm, Grolier, et al., 1979	DH
37.369	298.15	Grolier, Wilhelm, et al., 1978	DH
37.45	298.	Safir, 1978	T = 298 to 313 K. Data calculated from equation Cp = 1.7493 + 0.00452 T kJ/kg*K.; DH
37.314	298.15	Vesely, Svoboda, et al., 1977	T = 298 to 318 K.; DH
37.302	298.15	Fortier, Benson, et al., 1976	DH
37.3016	298.15	Fortier and Benson, 1976	DH
37.333	298.15	Jolicoeur, Boileau, et al., 1975	DH
36.998	293.15	Wilhelm, Zettler, et al., 1974	T = 273 to 323 K.; DH
38.15	298.15	Subrahmanyam and Rajagopal, 1973	T = 298 to 323 K.; DH
37.09	298.15	Wilhelm, Schano, et al., 1969	Temperature 20, 30, and 40°C.; DH
37.17	298.	Recko, 1968	T = 24 to 40°C, equation only.; DH
36.551	298.	Nikolaev, Rabinovich, et al., 1966	T = 10 to 50°C.; DH
37.120	298.00	Moelwyn-Hughes and Thorpe, 1964	T = 297 to 327 K.; DH
37.09	311.	Swietoslawski and Zielenkiewicz, 1960	Mean value 20 to 56°C.; DH
36.85	300.	Auerbach, Sage, et al., 1950	T = 300 to 366 K. Cp given as 0.4378 Btu/lb*R at 80°F.; DH
37.249	295.	Aston, Szasa, et al., 1943	T = 12 to 293 K.; DH
37.359	298.15	Ruehrwein and Huffman, 1943	T = 13 to 302 K.; DH
24.00	304.2	Phillip, 1939	DH
34.39	298.9	Parks, Huffman, et al., 1930	T = 92 to 299 K. Value is unsmoothed experimental datum.; DH
42.09	298.	Dejardin, 1919	T = 22 to 50°C.; DH

Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, References, Notes

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LL - Sharon G. Lias and Joel F. Liebman
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C₆H₁₂⁺ (ion structure unspecified)

Quantity	Value	Units	Method	Reference	Comment
IE (evaluated)	9.88 ± 0.03	eV	N/A	N/A	L
Quantity	Value	Units	Method	Reference	Comment
Proton affinity (review)	164.2	kcal/mol	N/A	Hunter and Lias, 1998	HL
Quantity	Value	Units	Method	Reference	Comment
Gas basicity	159.4	kcal/mol	N/A	Hunter and Lias, 1998	HL

Ionization energy determinations

IE (eV)	Method	Reference	Comment
9.80 ± 0.05	EI	Holmes and Lossing, 1991	LL
10.0 ± 0.03	EI	Arimura and Yoshikawa, 1984	LBLHLM
9.82	EQ	Sieck and Mautner(Meot-Ner), 1982	LBLHLM
9.88 ± 0.10	EQ	Lias, 1982	LBLHLM
9.88	PE	Kovac and Klasinc, 1978	LLK
9.88 ± 0.02	PE	Bieri, Burger, et al., 1977	LLK
9.88	EI	Lossing and Traeger, 1975	LLK
9.89 ± 0.01	PE	Rang, Paldoia, et al., 1974	LLK
9.83 ± 0.05	EI	Puttemans, 1974	LLK
9.84	PE	Puttemans, 1974	LLK
9.88 ± 0.01	PI	Sergeev, Akopyan, et al., 1973	LLK
9.87	PE	Ikuta, Yoshihara, et al., 1973	LLK
9.88 ± 0.01	S	Raymonda, 1972	LLK
9.89	PE	Demeo and Yencha, 1970	RDSH
9.81	PE	Dewar and Worley, 1969	RDSH
9.79	PE	Al-Joboury and Turner, 1964	RDSH
9.88 ± 0.02	PI	Watanabe, 1957	RDSH
11.0 ± 0.2	EI	Hustrulid, Kusch, et al., 1938	RDSH
10.32	PE	Kimura, Katsumata, et al., 1981	Vertical value; LLK
10.3 ± 0.1	PE	Bieri, Burger, et al., 1977	Vertical value; LLK
10.3	PE	Bruckmann and Klessinger, 1973	Vertical value; LLK

Appearance energy determinations

Ion	AE (eV)	Other Products	Method	Reference	Comment
C₃H₅⁺	13.20 ± 0.08	C₃H₇	EI	Rabbih, Selim, et al., 1981	LLK
C₃H₆⁺	12.00 ± 0.07	C₃H₆	EI	Rabbih, Selim, et al., 1981	LLK
C₃H₆⁺	11.23 ± 0.04	C₃H₆	PI	Sergeev, Akopyan, et al., 1973	LLK
C₃H₇⁺	13.50 ± 0.08	C₃H₅	EI	Rabbih, Selim, et al., 1981	LLK
C₃H₇⁺	11.49 ± 0.03	C₃H₅	PI	Sergeev, Akopyan, et al., 1973	LLK
C₄H₇⁺	11.21 ± 0.04	C₂H₅	PI	Sergeev, Akopyan, et al., 1973	LLK
C₄H₈⁺	11.15 ± 0.03	C₂H₄	EI	Rabbih, Selim, et al., 1981	LLK
C₄H₈⁺	11.45	C₂H₄	EI	Puttemans, 1974	LLK
C₄H₈⁺	11.08 ± 0.01	C₂H₄	PI	Sergeev, Akopyan, et al., 1973	LLK
C₅H₉⁺	9.88	CH₃	EI	Lossing and Traeger, 1975, 2	LLK
C₅H₉⁺	≤11.06	CH₃	EI	Lossing and Traeger, 1975	LLK
C₅H₉⁺	11.15	CH₃	EI	Puttemans, 1974	LLK
C₅H₉⁺	11.07 ± 0.04	CH₃	PI	Sergeev, Akopyan, et al., 1973	LLK
C₆H₁₁⁺	11.32 ± 0.05	H	PI	Sergeev, Akopyan, et al., 1973	LLK
C₆H₁₁⁺	11.66	H	EI	Pottie, Harrison, et al., 1961	RDSH

De-protonation reactions

C₆H₁₁^- + = Cyclohexane

By formula: C₆H₁₁^- + H⁺ = C₆H₁₂

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	418.3 ± 2.0	kcal/mol	Bran	Peerboom, Rademaker, et al., 1992	gas phase; B
Δ_rH°	406.82 ± 0.90	kcal/mol	G+TS	Bohme, Lee-Ruff, et al., 1972	gas phase; B
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	409.5 ± 2.2	kcal/mol	H-TS	Peerboom, Rademaker, et al., 1992	gas phase; B
Δ_rG°	>398.00	kcal/mol	IMRB	Bohme, Lee-Ruff, et al., 1972	gas phase; B

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, Notes

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]

Beckett C.W., 1947
Beckett C.W., The thermodynamic properties and molecular structure of cyclohexane, methylcyclohexane, ethylcyclohexane, and seven dimethylcyclohexanes, J. Am. Chem. Soc., 1947, 69, 2488-2495. [all data]

Dorofeeva O.V., 1986
Dorofeeva O.V., Thermodynamic properties of twenty-one monocyclic hydrocarbons, J. Phys. Chem. Ref. Data, 1986, 15, 437-464. [all data]

Brickwedde F.G., 1946
Brickwedde F.G., Equilibrium constants of some reactions involved in the production of 1,3-butadiene, J. Res. Nat. Bur. Stand., 1946, 37, 263-279. [all data]

Kilpatrick J.E., 1947
Kilpatrick J.E., Heats, equilibrium constants, and free energies of formation of the alkylcyclopentanes and alkylcyclohexanes, J. Res. Nat. Bur. Stand., 1947, 39, 523-543. [all data]

Lippincott E.R., 1966
Lippincott E.R., Enthalpy, free energy, entropy, and heat capacity of cyclohexane and acetaldehyde, Bull. Soc. Chim. Belges., 1966, 75, 655-667. [all data]

Spitzer R., 1946
Spitzer R., The heat capacity of gaseous cyclopentane, cyclohexane and methylcyclohexane, J. Am. Chem. Soc., 1946, 68, 2537-2538. [all data]

Montgomery J.B., 1942
Montgomery J.B., The heat capacity of organic vapors. IV. Benzene, fluorobenzene, toluene, cyclohexane, methylcyclohexane and cyclohexene, J. Am. Chem. Soc., 1942, 64, 2375-2377. [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]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Holmes and Lossing, 1991
Holmes, J.L.; Lossing, F.P., Ionization energies of homologous organic compounds and correlation with molecular size, Org. Mass Spectrom., 1991, 26, 537. [all data]

Arimura and Yoshikawa, 1984
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Sieck and Mautner(Meot-Ner), 1982
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Notes

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Symbols used in this document:

AE	Appearance energy
C_p,gas	Constant pressure heat capacity of gas
C_p,liquid	Constant pressure heat capacity of liquid
IE (evaluated)	Recommended ionization energy
S°_gas	Entropy of gas at standard conditions
S°_liquid	Entropy of liquid at standard conditions
Δ_cH°_liquid	Enthalpy of combustion of liquid at standard conditions
Δ_fH°_gas	Enthalpy of formation of gas at standard conditions
Δ_fH°_liquid	Enthalpy of formation of liquid at standard conditions
Δ_rG°	Free energy of reaction at standard conditions
Δ_rH°	Enthalpy of reaction at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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