1,1'-Bicyclohexyl

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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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil508. ± 10.KAVGN/AAverage of 8 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus276.9 ± 0.4KAVGN/AAverage of 11 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple276.9KN/APilcher, 1957Uncertainty assigned by TRC = 0.002 K; TRC
Quantity Value Units Method Reference Comment
Δvap13.86kcal/molN/AMajer and Svoboda, 1985 
Δvap13.86 ± 0.06kcal/molCMontgomery, Rossini, et al., 1978ALS
Δvap13.9kcal/molN/AMontgomery, Rossini, et al., 1978DRB
Δvap13.9 ± 0.05kcal/molCMontgomery, Rossini, et al., 1978AC

Reduced pressure boiling point

Tboil (K) Pressure (atm) Reference Comment
372. - 373.0.01Buckingham and Donaghy, 1982BS

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
12.9346.AStephenson and Malanowski, 1987Based on data from 331. - 511. K.; AC
12.0435.N/AWieczorek and Kobayashi, 1981AC
10.2525.N/AWieczorek and Kobayashi, 1981AC

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Method Reference Comment
1.64276.8ACChirico, Cowell, et al., 1998Based on data from 6. - 440. K.; AC
1.62277.2DSCDomalski and Hearing, 1996See also O'Rourke and Mraw, 1983.; AC

Entropy of fusion

ΔfusS (cal/mol*K) Temperature (K) Reference Comment
1.44256.1Domalski and Hearing, 1996CAL
0.662267.5
6.188273.5
5.846277.2

Enthalpy of phase transition

ΔHtrs (kcal/mol) Temperature (K) Initial Phase Final Phase Reference Comment
0.3227256.5crystaline, IVcrystaline, IIIHorn, Klaeboe, et al., 1992DH
0.0765267.0crystaline, IIIcrystaline, IIHorn, Klaeboe, et al., 1992DH
1.695273.6crystaline, IIcrystaline, IHorn, Klaeboe, et al., 1992DH
1.580277.4crystaline, IliquidHorn, Klaeboe, et al., 1992Crystal/isotropic liquid transition.; DH
0.3681256.1crystaline, IVcrystaline, IIIO'Rourke and Mraw, 1983DH
0.177267.5crystaline, IIIcrystaline, IIO'Rourke and Mraw, 1983DH
1.692273.5crystaline, IIcrystaline, IO'Rourke and Mraw, 1983DH
1.620277.2crystaline, IliquidO'Rourke and Mraw, 1983DH

Entropy of phase transition

ΔStrs (cal/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
1.3256.5crystaline, IVcrystaline, IIIHorn, Klaeboe, et al., 1992DH
0.29267.0crystaline, IIIcrystaline, IIHorn, Klaeboe, et al., 1992DH
6.19273.6crystaline, IIcrystaline, IHorn, Klaeboe, et al., 1992DH
5.69277.4crystaline, IliquidHorn, Klaeboe, et al., 1992Crystal/isotropic; DH

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.

Pilcher, 1957
Pilcher, G., Anal. Chim. Acta, 1957, 17, 144. [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]

Montgomery, Rossini, et al., 1978
Montgomery, R.L.; Rossini, F.D.; Mansson, M., Enthalpies of combustion, vaporization, and formation of phenylbenzene, cyclohexylbenzene, and cyclohexylcyclohexane; enthalpy of hydrogenation of certain aromatic systems, J. Chem. Eng. Data, 1978, 23, 125-129. [all data]

Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M., Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [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]

Wieczorek and Kobayashi, 1981
Wieczorek, Stefan A.; Kobayashi, Riki, Vapor-pressure measurements of 1-methylnaphthalene, 2-methylnaphthalene, and 9,10-dihydrophenanthrene at elevated temperatures, J. Chem. Eng. Data, 1981, 26, 1, 8-11, https://doi.org/10.1021/je00023a005 . [all data]

Chirico, Cowell, et al., 1998
Chirico, R.D.; Cowell, A.B.; Good, W.D.; Klots, T.D.; Knipmeyer, S.E.; Nguyen, A.; Rau, A.P.; Reynolds, J.W.; Smith, N.K.; Steele, W.V., Heat capacities, enthalpy increments, phase transitions, and derived thermodynamic functions for the condensed phases of bicyclohexyl between the temperatures 6 K and 440 K, The Journal of Chemical Thermodynamics, 1998, 30, 12, 1423-1439, https://doi.org/10.1006/jcht.1998.0399 . [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]

O'Rourke and Mraw, 1983
O'Rourke, D.F.; Mraw, S.C., Heat capacities and enthalpies of fusion of dibenzothiophene (220 to 560 K) and of biphenyl, cyclohexylbenzene, and cyclohexylcyclohexane (220 to 475 K). Enthalpies and temperatures of three transitions in solid cyclohexylcyclohexane, J. Chem. Thermodynam., 1983, 15, 489-502. [all data]

Horn, Klaeboe, et al., 1992
Horn, A.; Klaeboe, P.; Nielsen, C.; Mastryukov, V.S.; Myrvold, B.O.; Redford, K., Solid phases of bicyclohexyl studied with vibrational spectroscopy and calorimetry, 1992, Analyst(London) 117(3)355-360. [all data]


Notes

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