Cyclohexylamine

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Gas phase thermochemistry data

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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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfgas-98.7kJ/molN/AGutner, Masalitinova, et al., 1982Value computed using ΔfHliquid° value of -141.5±1.6 kj/mol from Gutner, Masalitinova, et al., 1982 and ΔvapH° value of 42.8 kj/mol from Steele, 1979.; DRB
Δfgas-104.9 ± 1.3kJ/molCcrSteele, 1979ALS

Condensed phase thermochemistry data

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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfliquid-141.5 ± 1.6kJ/molCcrGutner, Masalitinova, et al., 1982 
Δfliquid-147.7 ± 1.3kJ/molCcrSteele, 1979 
Quantity Value Units Method Reference Comment
Δcliquid-4077.5 ± 1.6kJ/molCcrGutner, Masalitinova, et al., 1982 
Δcliquid-4071.3 ± 1.3kJ/molCcrSteele, 1979 

Phase change data

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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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tboil407. ± 2.KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus252.KN/AWhite and Bishop, 1940Uncertainty assigned by TRC = 4. K; TRC
Tfus255.4KN/AVan de Vloed, 1939Uncertainty assigned by TRC = 0.7 K; TRC
Quantity Value Units Method Reference Comment
Tc614.6KN/AMajer and Svoboda, 1985 
Quantity Value Units Method Reference Comment
Δvap43.7kJ/molN/AMajer and Svoboda, 1985 
Δvap42.8kJ/molN/ASteele, 1979DRB
Δvap42.8 ± 0.1kJ/molCBergstr«65533»m and Olofsson, 1975AC

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
36.14407.1N/AMajer and Svoboda, 1985 
40.6378.N/AStephenson and Malanowski, 1987Based on data from 363. to 407. K.; AC
40.8348.AStephenson and Malanowski, 1987Based on data from 333. to 408. K. See also Dykyj, 1972.; AC
42.7 ± 0.1313.CMajer, Svoboda, et al., 1979AC
40.7 ± 0.1343.CMajer, Svoboda, et al., 1979AC
39.6 ± 0.1358.CMajer, Svoboda, et al., 1979AC
40.8349.N/ANovák, Matous, et al., 1960Based on data from 334. to 401. K. See also Boublik, Fried, et al., 1984 and Novák, Matous, et al., 1960, 2.; AC

Enthalpy of vaporization

ΔvapH = A exp(-βTr) (1 − Tr)β
    ΔvapH = Enthalpy of vaporization (at saturation pressure) (kJ/mol)
    Tr = reduced temperature (T / Tc)

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Temperature (K) A (kJ/mol) β Tc (K) Reference Comment
313. to 358.62.780.3158614.6Majer and Svoboda, 1985 

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
333.87 to 401.524.068851380.225-67.285Novák, Matous, et al., 1960Coefficents calculated by NIST from author's data.

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
16.5255.1Hamann and Würflinger, 1999AC
14.92255.4Van de Vloed, 1939See also Kabo, Kozyro, et al., 1999.; AC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Gutner, Masalitinova, et al., 1982
Gutner, N.M.; Masalitinova, T.N.; Mon'yakova, O.N.; Lebedeva, N.D., Heats of combustion and formation of some cyclic compounds, Termodin. Organ. Soedin., 1982, 46-49. [all data]

Steele, 1979
Steele, W.V., The standard enthalpies of formation of cyclohexylamine and cyclohexylamine hydrochloride, J. Chem. Thermodyn., 1979, 11, 1185-1188. [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]

Van de Vloed, 1939
Van de Vloed, A., Bull. Soc. Chim. Belg., 1939, 48, 229. [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]

Bergstr«65533»m and Olofsson, 1975
Bergstr«65533»m, Stina; Olofsson, Gerd, Thermodynamic quantities for the solution and protonation of four C6-amines in water over a wide temperature range, J Solution Chem, 1975, 4, 7, 535-554, https://doi.org/10.1007/BF00643377 . [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Dykyj, 1972
Dykyj, J., Petrochemia, 1972, 12, 1, 13. [all data]

Majer, Svoboda, et al., 1979
Majer, Vladimír; Svoboda, Václav; Koubek, Josef; Pick, Jirí, Temperature dependence of heats of vaporization, saturated vapour pressures and cohesive energies for a group of amines, Collect. Czech. Chem. Commun., 1979, 44, 12, 3521-3528, https://doi.org/10.1135/cccc19793521 . [all data]

Novák, Matous, et al., 1960
Novák, J.; Matous, J.; Pick, J., Gleichgewicht flüssigkeit-dampf XXIV. Gleichgewicht flüssigkeit-dampf im system cyclohexylamin-cyclohexanol-anilin, Collect. Czech. Chem. Commun., 1960, 25, 9, 2405-2413, https://doi.org/10.1135/cccc19602405 . [all data]

Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E., The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]

Novák, Matous, et al., 1960, 2
Novák, J.; Matous, J.; Pick, J., Dampfdruck des cyclohexanols und des cyclohexylamins, Collect. Czech. Chem. Commun., 1960, 25, 2, 583-585, https://doi.org/10.1135/cccc19600583 . [all data]

Hamann and Würflinger, 1999
Hamann, F.; Würflinger, A., DTA Measurements on Fluoro- and Amino-cyclohexane under High Pressure, Zeitschrift für Physikalische Chemie, 1999, 211, Part1, 85-89, https://doi.org/10.1524/zpch.1999.211.Part1.085 . [all data]

Kabo, Kozyro, et al., 1999
Kabo, G.J.; Kozyro, A.A.; Frenkel, M.; Blokhin, A.V., Solid Phase Transitions of the Cyclohexane Derivatives and the Model of Energy States of Molecules in Plastic Crystals, Molecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals, 1999, 326, 1, 333-355, https://doi.org/10.1080/10587259908025424 . [all data]


Notes

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