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1,1'-Bicyclohexyl

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

Quantity Value Units Method Reference Comment
Deltafgas-218.4 ± 3.1kJ/molCcbMontgomery, Rossini, et al., 1978ALS
Deltafgas-215.3kJ/molN/AGood and Lee, 1976Value computed using «DELTA»fHliquid° value of -273.3±1.2 kj/mol from Good and Lee, 1976 and «DELTA»vapH° value of 58.0 kj/mol from Montgomery, Rossini, et al., 1978.; DRB

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 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
Deltafliquid-276.4 ± 3.1kJ/molCcbMontgomery, Rossini, et al., 1978ALS
Deltafliquid-273.3 ± 1.2kJ/molCcbGood and Lee, 1976ALS
Quantity Value Units Method Reference Comment
Deltacliquid-7589.9 ± 2.6kJ/molCcbMontgomery, Rossini, et al., 1978Corresponding «DELTA»fliquid = -276.4 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-7593.0 ± 1.0kJ/molCcbGood and Lee, 1976Corresponding «DELTA»fliquid = -273.3 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-7439.65kJ/molCcbGollis, Belenyessy, et al., 1962Corresponding «DELTA»fliquid = -426.60 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-7596.5kJ/molCcbWise, Serijan, et al., 1951Corresponding «DELTA»fliquid = -270. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-7537.5 ± 6.3kJ/molCcbBrull, 1935Reanalyzed by Cox and Pilcher, 1970, Original value = -7528.48 kJ/mol; Corresponding «DELTA»fliquid = -328.8 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
283.0298.15O'Rourke and Mraw, 1983T = 220 to 475 K. Cp = 0.7589 (T/K) + 56.7 (277.2 to 475 K) J/mol*K.; DH
300.313.Gudinowicz, Campbell, et al., 1963T = 313 to 483 K.; DH
300.4311.Gollis, Belenyessy, et al., 1962, 2Temperatures 100, 200, 300°F.; DH

Reaction 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

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

(Z) 3,3'-Bis-(1-cyclohexenylidene) + 3Hydrogen = 1,1'-Bicyclohexyl

By formula: C12H16 + 3H2 = C12H22

Quantity Value Units Method Reference Comment
Deltar-308. ± 0.8kJ/molChydRoth, Adamczak, et al., 1991liquid phase

(E) 3,3'-Bis-(1-cyclohexenylidene) + 3Hydrogen = 1,1'-Bicyclohexyl

By formula: C12H16 + 3H2 = C12H22

Quantity Value Units Method Reference Comment
Deltar-307. ± 0.8kJ/molChydRoth, Adamczak, et al., 1991liquid phase

2Hydrogen + Bi-2-cyclohexen-1-yl = 1,1'-Bicyclohexyl

By formula: 2H2 + C12H18 = C12H22

Quantity Value Units Method Reference Comment
Deltar-240. ± 0.8kJ/molChydRoth, Adamczak, et al., 1991liquid phase

3Hydrogen + Benzene, cyclohexyl- = 1,1'-Bicyclohexyl

By formula: 3H2 + C12H16 = C12H22

Quantity Value Units Method Reference Comment
Deltar-230.kJ/molEqkFrye, 1962liquid phase

References

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

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

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]

Good and Lee, 1976
Good, W.D.; Lee, S.H., The enthalpies of formation of selected naphthalenes, diphenylmethanes, and bicyclic hydrocarbons, J. Chem. Thermodyn., 1976, 8, 643-650. [all data]

Gollis, Belenyessy, et al., 1962
Gollis, M.H.; Belenyessy, L.I.; Gudzinowicz, B.J.; Koch, S.D.; Smith, J.O.; Wineman, R.J., Evaluation of pure hydrocarbons as jet fuels, J. Chem. Eng. Data, 1962, 7, 331-316. [all data]

Wise, Serijan, et al., 1951
Wise, C.H.; Serijan, K.T.; Goodman, I.A., NACA Technical Report 1003, NACA Technical Report 1003, 1951, 1-10. [all data]

Brull, 1935
Brull, L., Sui calori di combustione di alcuni derivati del bifenil, Gazz. Chim. Ital., 1935, 65, 19-28. [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]

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]

Gudinowicz, Campbell, et al., 1963
Gudinowicz, B.J.; Campbell, R.H.; Adams, J.S., Specific heat measurements of complex saturated hydrocarbons, J. Chem. Eng. Data, 1963, 8, 201-214. [all data]

Gollis, Belenyessy, et al., 1962, 2
Gollis, M.H.; Belenyessy, L.I.; Gudzinowicz, B.J.; Koch, S.D.; Smith, J.O.; Wineman, R.J., Evaluations of pure hydrocarbons as Jet Fuels, J. Chem. Eng. Data, 1962, 7, 311-316. [all data]

Roth, Adamczak, et al., 1991
Roth, W.R.; Adamczak, O.; Breuckmann, R.; Lennartz, H.-W.; Boese, R., Die Berechnung von Resonanzenergien; das MM2ERW-Kraftfeld, Chem. Ber., 1991, 124, 2499-2521. [all data]

Frye, 1962
Frye, C.G., Equilibria in the hydrogenation of polycyclic aromatics, J. Chem. Eng. Data, 1962, 7, 592-595. [all data]


Notes

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