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Cyclohexene

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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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, M. Frenkel director
BS - R.L. Brown and S.E. Stein
ALS - H.Y. Afeefy, J.F. Liebman, and S.E. Stein
DRB - D.R. Burgess
AC - W.E. Acree, Jr., J.S. Chickos
CAL - J.S. Chickos, W.E. Acree, Jr., J.F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
DH - E.S. Domalski and E.D. Hearing

Quantity Value Units Method Reference Comment
Tboil356. ± 2.KAVGN/AAverage of 56 out of 57 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus169. ± 1.KAVGN/AAverage of 9 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple169.66KN/AHaida, Suga, et al., 1977Crystal phase 1 phase; Uncertainty assigned by TRC = 0.02 K; TRC
Ttriple169.67KN/AHuffman, Eaton, et al., 1948Crystal phase 1 phase; Uncertainty assigned by TRC = 0.05 K; TRC
Ttriple169.0KN/AParks and Huffman, 1930Crystal phase 1 phase; Uncertainty assigned by TRC = 0.2 K; TRC
Quantity Value Units Method Reference Comment
Tc560.4 ± 0.1KN/ATsonopoulos and Ambrose, 1996 
Tc560.4KN/AMajer and Svoboda, 1985 
Tc560.4KN/ACheng, McCoubrey, et al., 1962Uncertainty assigned by TRC = 0.3 K; Visual (5-cm 2-mm bore tubes) in nitrate-nitrite bath, TE or TH cal. vs NPL thermometer; TRC
Tc560.42KN/AAmbrose, Cox, et al., 1960Uncertainty assigned by TRC = 0.02 K; Visual, PRT, IPTS-48, with decomp.; TRC
Tc553.5KN/AAmbrose and Grant, 1957Uncertainty assigned by TRC = 0.15 K; TRC
Quantity Value Units Method Reference Comment
Deltavap33.57kJ/molN/AMajer and Svoboda, 1985 
Deltavap33.50 ± 0.53kJ/molVSteele, Chirico, et al., 1996ALS
Deltavap33.5kJ/molN/ASteele, Chirico, et al., 1996DRB
Deltavap33.5 ± 0.5kJ/molEBSteele, Chirico, et al., 1996Based on data from 285. - 357. K.; AC
Deltavap30.5 ± 0.3kJ/molVMathews, 1926ALS

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
30.46356.2N/AMajer and Svoboda, 1985 
32.8330.N/AMarrufo, Aucejo, et al., 2009Based on data from 315. - 356. K.; AC
32.9325.N/ASteyer and Sundmacher, 2004Based on data from 310. - 356. K.; AC
32.6327.N/ASegura, Lam, et al., 2001Based on data from 312. - 356. K.; AC
32.7324.A,EBStephenson and Malanowski, 1987Based on data from 309. - 365. K. See also Meyer and Hotz, 1973.; AC
33.1308.MMLetcher and Marsicano, 1974Based on data from 305. - 322. K.; AC
32.7 ± 0.1313.CSvoboda, Veselý, et al., 1973AC
32.2 ± 0.1323.CSvoboda, Veselý, et al., 1973AC
31.7 ± 0.1333.CSvoboda, Veselý, et al., 1973AC
31.2 ± 0.1343.CSvoboda, Veselý, et al., 1973AC
30.7 ± 0.1353.CSvoboda, Veselý, et al., 1973AC
33.7300.MMForziati, Camin, et al., 1950Based on data from 285. - 357. K.; AC
32.59300.VLister, 1941Heat of bromination at 300 K; ALS
32.6300.N/ALister, 1941Based on data from 229. - 292. K.; 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) beta Tc (K) Reference Comment
313. - 353.47.190.2662560.4Majer 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
310.02 - 364.533.9973 ± 0.00181221.9 ± 1.0-49.98 ± 0.12Meyer and Hotz, 1973

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
3.28169.7Domalski and Hearing, 1996AC

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
30.5138.7Domalski and Hearing, 1996CAL
19.35169.7

Enthalpy of phase transition

DeltaHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
1.483112.3crystaline, IIIcrystaline, IHaida, Suga, et al., 1977, 2DH
4.231138.63crystaline, IIcrystaline, IHaida, Suga, et al., 1977, 2DH
3.284169.66crystaline, IliquidHaida, Suga, et al., 1977, 2DH
4.2505138.7crystaline, IIcrystaline, IHuffman, Eaton, et al., 1948, 2DH
3.2932169.67crystaline, IliquidHuffman, Eaton, et al., 1948, 2DH
4.075138.7crystaline, IIcrystaline, IParks and Huffman, 1930, 2DH
3.289169.0crystaline, IliquidParks and Huffman, 1930, 2DH

Entropy of phase transition

DeltaStrs (J/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
13.2112.3crystaline, IIIcrystaline, IHaida, Suga, et al., 1977, 2DH
30.52138.63crystaline, IIcrystaline, IHaida, Suga, et al., 1977, 2DH
19.36169.66crystaline, IliquidHaida, Suga, et al., 1977, 2DH
30.65138.7crystaline, IIcrystaline, IHuffman, Eaton, et al., 1948, 2DH
19.41169.67crystaline, IliquidHuffman, Eaton, et al., 1948, 2DH
29.38138.7crystaline, IIcrystaline, IParks and Huffman, 1930, 2DH
19.46169.0crystaline, IliquidParks and Huffman, 1930, 2DH

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

Go To: Top, Phase change data, Notes

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

Haida, Suga, et al., 1977
Haida, O.; Suga, H.; Seki, S., Calorimetric study of the glassy state. XI. Plural glass transition phenomena of cyclohexene, Bull. Chem. Soc. Jpn., 1977, 50, 802. [all data]

Huffman, Eaton, et al., 1948
Huffman, H.M.; Eaton, M.; Oliver, G.D., The heat capacities, heats of transition, heats of fusion and entropies of cyclopentene and cyclohexene, J. Am. Chem. Soc., 1948, 70, 2911. [all data]

Parks and Huffman, 1930
Parks, G.S.; Huffman, H.M., Thermal data on organic compounds. IX. A study of the effect of unsaturation on the heat capacities, entropies and free energies of some hydrocarbons and other compounds, J. Am. Chem. Soc., 1930, 52, 4381. [all data]

Tsonopoulos and Ambrose, 1996
Tsonopoulos, C.; Ambrose, D., Vapor-Liquid Critical Properties of Elements and Compounds. 6. Unsaturated Aliphatic Hydrocarbons, J. Chem. Eng. Data, 1996, 41, 645-656. [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]

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]

Ambrose, Cox, et al., 1960
Ambrose, D.; Cox, J.D.; Townsend, R., The critical temperatures of forty organic compounds, Trans. Faraday Soc., 1960, 56, 1452. [all data]

Ambrose and Grant, 1957
Ambrose, D.; Grant, D.G., The Critical Temperatures of Some Hydrocarbons and Pyridine Bases, Trans. Faraday Soc., 1957, 53, 771. [all data]

Steele, Chirico, et al., 1996
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Smith, N.K.; Tasker, I.R., Thermodynamic properties and ideal-gas enthalpies of formation for cyclohexene, phthalan (2,5-dihydrobenzo-3,4-furan), isoxazole, octylamine, dioctylamine, trioctylamine, phenyl isocyanate, and 1,4,5,6-tetrahydropyrimidine, J. Chem. Eng. Data, 1996, 41, 1269-1284. [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]

Marrufo, Aucejo, et al., 2009
Marrufo, Beatriz; Aucejo, Antonio; Sanchotello, Margarita; Loras, Sonia, Isobaric vapor--liquid equilibrium for binary mixtures of 1-hexene+n-hexane and cyclohexane+cyclohexene at 30, 60 and 101.3kPa, Fluid Phase Equilibria, 2009, 279, 1, 11-16, https://doi.org/10.1016/j.fluid.2008.12.007 . [all data]

Steyer and Sundmacher, 2004
Steyer, Frank; Sundmacher, Kai, VLE and LLE Data for the System Cyclohexane + Cyclohexene + Water + Cyclohexanol, J. Chem. Eng. Data, 2004, 49, 6, 1675-1681, https://doi.org/10.1021/je049902w . [all data]

Segura, Lam, et al., 2001
Segura, Hugo; Lam, Elizabeth; Reich, Ricardo; Wisniak, Jaime, Isobaric Phase Equilibria in the Binary Systems Ethyl 1,1-Dimethylethyl Ether + 1-hexene and + Cyclohexene at 94.00 kPa, Physics and Chemistry of Liquids, 2001, 39, 1, 43-54, https://doi.org/10.1080/00319100108030325 . [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]

Meyer and Hotz, 1973
Meyer, Edwin F.; Hotz, Roger D., High-precision vapor-pressure data for eight organic compounds, J. Chem. Eng. Data, 1973, 18, 4, 359-362, https://doi.org/10.1021/je60059a008 . [all data]

Letcher and Marsicano, 1974
Letcher, T.M.; Marsicano, F., Vapour pressures and densities of some unsaturated C6 acyclic and cyclic hydrocarbons between 300 and 320 K, The Journal of Chemical Thermodynamics, 1974, 6, 5, 509-514, https://doi.org/10.1016/0021-9614(74)90013-5 . [all data]

Svoboda, Veselý, et al., 1973
Svoboda, V.; Veselý, 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, 12, 3539-3543, https://doi.org/10.1135/cccc19733539 . [all data]

Forziati, Camin, et al., 1950
Forziati, A.F.; Camin, D.L.; Rossini, F.D., Density, refractive index, boiling point, and vapor pressure of eight monoolefin (1-alkene), six pentadiene, and two cyclomonoolefin hydrocarbons, J. RES. NATL. BUR. STAN., 1950, 45, 5, 406, https://doi.org/10.6028/jres.045.044 . [all data]

Lister, 1941
Lister, M.W., Heats of organic reactions. X. Heats of bromination of cyclic olefins, J. Am. Chem. Soc., 1941, 63, 143-149. [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

Haida, Suga, et al., 1977, 2
Haida, O.; Suga, H.; Seki, S., Calorimetric study of the glassy state. XI. Plural glass-transition phenomena of cyclohexene, Bull. Chem. Soc. Japan, 1977, 50, 802-809. [all data]

Huffman, Eaton, et al., 1948, 2
Huffman, H.M.; Eaton, M.; Oliver, G.D., The heat capacities, heats of transition, heats of fusion and entropies of cyclopentene and cyclohexene, J. Am. Chem. Soc., 1948, 70, 2911-2914. [all data]

Parks and Huffman, 1930, 2
Parks, G.S.; Huffman, H.M., Thermal data on organic compounds. IX. A study of the effect of unsaturation on the heat capacities, entropies and free energies of some hydrocarbons and other compounds, J. Am. Chem. Soc., 1930, 52, 4381-4391. [all data]


Notes

Go To: Top, Phase change data, References