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
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Isotopologues:
Other names: Benzene, hexahydro-; Hexahydrobenzene; Hexamethylene; Hexanaphthene; Cicloesano; Cykloheksan; Rcra waste number U056; UN 1145; NSC 406835
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Enthalpy of vaporization at standard conditions (nominally 298.15 K, 1 atm.)

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Data compiled as indicated in comments:
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Δ_vapH° (kJ/mol)	Method	Reference	Comment
33.12	N/A	Majer and Svoboda, 1985
33.1	EB	Diogo, Santos, et al., 1995	Based on data from 313. to 336. K.; AC
33.0 ± 0.1	C	Furukawa, Sakiyama, et al., 1982	AC
32.79 ± 0.14	C	Jochems, Dekker, et al., 1982	ALS
33.0	N/A	Shimizu, Saito, et al., 1981	AC
33.0 ± 0.1	C	Majer, Svoboda, et al., 1979	AC
33.0	N/A	Reid, 1972	AC
32.9 ± 0.3	ME	Sabbah, Chastel, et al., 1972	AC
32.9	N/A	Morawetz, 1971	AC
33.00 ± 0.02	C	Wadso, 1966	ALS
33.0 ± 0.1	C	Wadsö, Zackrisson, et al., 1960	AC
30.1	C	Glaser and Ruland, 1957	ALS; Data excluded from overall average
33.04	C	Brennan and Ubbelohde, 1956	ALS
33.5	V	Kaarsemaker and Coops, 1952	ALS
33.0	C	Osborne and Ginnings, 1947	AC
33.03	C	Osborne and Ginnings, 1947, 2	ALS
33.	E	Spitzer and Huffman, 1947	ALS
33.1	N/A	Prosen, Johnson, et al., 1946	DRB
33.3 ± 0.1	C	Aston, Szasa, et al., 1943	AC
33.5	N/A	Nagornov, 1927	AC
30.2 ± 0.3	V	Mathews, 1926	ALS; Data excluded from overall average

References

Go To: Top, Enthalpy of vaporization at standard conditions (nominally 298.15 K, 1 atm.), Notes

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]

Diogo, Santos, et al., 1995
Diogo, Hermínio P.; Santos, Rui C.; Nunes, Paulo M.; Minas da Piedade, Manuel E., Ebulliometric apparatus for the measurement of enthalpies of vaporization, Thermochimica Acta, 1995, 249, 113-120, https://doi.org/10.1016/0040-6031(95)90678-9 . [all data]

Furukawa, Sakiyama, et al., 1982
Furukawa, J.; Sakiyama, M.; Seki, S.; Saito, Y.; Kusano, K., Standard enthalpies of combustion and vaporization of N,N-dimethylaniline, Bull. Chem. Soc. Jpn., 1982, 55, 3329-3330. [all data]

Jochems, Dekker, et al., 1982
Jochems, R.; Dekker, H.; Mosselman, C.; Somsen, G., The use of the LKB 8721-3 vaporization calorimeter to measure enthalpies of sublimation. The enthalpies of sublimation of bicyclo[2.2.1]hept-2-ene (norbornene), bicyclo[2.2.1]heptane (norbornane), and tricyclo[3.3.1.1^3,7]decane (adamantane), J. Chem. Thermodyn., 1982, 14, 395-398. [all data]

Shimizu, Saito, et al., 1981
Shimizu, M.; Saito, Y.; Kusano, K., , Preprints 17th Conf. Chem. Thermodyn. Thermal Anal., Japan, 1981, 50. [all data]

Majer, Svoboda, et al., 1979
Majer, Vladimír; Svoboda, Václav; Hála, Slavoj; Pick, Jirí, Temperature dependence of heats of vaporization of saturated hydrocarbons C5-C8; Experimental data and an estimation method, Collect. Czech. Chem. Commun., 1979, 44, 3, 637-651, https://doi.org/10.1135/cccc19790637 . [all data]

Reid, 1972
Reid, Robert C., Handbook on vapor pressure and heats of vaporization of hydrocarbons and related compounds, R. C. Wilhort and B. J. Zwolinski, Texas A Research Foundation. College Station, Texas(1971). 329 pages.$10.00, AIChE J., 1972, 18, 6, 1278-1278, https://doi.org/10.1002/aic.690180637 . [all data]

Sabbah, Chastel, et al., 1972
Sabbah, Raphaël; Chastel, Raymond; Laffitte, Marc, Mesures calorimétriques des enthalpies de vaporisation et de sublimation par effusion; mise au point de la technique, Thermochimica Acta, 1972, 5, 2, 117-127, https://doi.org/10.1016/0040-6031(72)85016-0 . [all data]

Morawetz, 1971
Morawetz, E., Chem. Scr., 1971, 1, 103. [all data]

Wadso, 1966
Wadso, I., A heat of vaporization calorimeter for work at 25°C and for small amounts of substances, Acta Chem. Scand., 1966, 20, 536. [all data]

Wadsö, Zackrisson, et al., 1960
Wadsö, Ingemar; Zackrisson, Margareta; Åselius, J.; Refn, Susanne; Westin, Gertrud, An Adiabatic Calorimeter for Measuring Heats of Vaporization at 25 degrees C., Acta Chem. Scand., 1960, 14, 566-572, https://doi.org/10.3891/acta.chem.scand.14-0566 . [all data]

Glaser and Ruland, 1957
Glaser, F.; Ruland, H., Untersuchungsen über dampfdruckkurven und kritische daten einiger technisch wichtiger organischer substanzen, Chem. Ing. Techn., 1957, 29, 772. [all data]

Brennan and Ubbelohde, 1956
Brennan, D.; Ubbelohde, A.R., A thermochemical evaluation of bond strengths in some carbon compounds. Part IV. Bond-strength differences based on the reaction: RI + HI = RH + I₂, where R = p-methoxyphenyl and cyclohexyl, J. Chem. Soc., 1956, 3011-3016. [all data]

Kaarsemaker and Coops, 1952
Kaarsemaker, S.; Coops, J., Thermal quantities of some cycloparaffins. Part III. Results of measurements, Rec. Trav. Chim. Pays/Bas, 1952, 71, 261. [all data]

Osborne and Ginnings, 1947
Osborne, Nathan S.; Ginnings, Defoe C., Measurements of heat of vaporization and heat capacity of a number of hydrocarbons, J. RES. NATL. BUR. STAN., 1947, 39, 5, 453-17, https://doi.org/10.6028/jres.039.031 . [all data]

Osborne and Ginnings, 1947, 2
Osborne, N.S.; Ginnings, D.C., Measurements of heat of vaporization and heat capacity of a number of hydrocarbons, J. Res. NBS, 1947, 39, 453-477. [all data]

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]

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]

Nagornov, 1927
Nagornov, N.N., Ann. Inst. Anal. Phys. Chem. (Leningrad), 1927, 3, 562. [all data]

Mathews, 1926
Mathews, J.H., The accurate measurement of heats of vaporization of liquids, J. Am. Chem. Soc., 1926, 48, 562-576. [all data]

Notes

Go To: Top, Enthalpy of vaporization at standard conditions (nominally 298.15 K, 1 atm.), References

Symbols used in this document:

Δ_vapH° Enthalpy of vaporization at standard conditions
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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