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[2.2]Paracyclophane

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

Quantity Value Units Method Reference Comment
Deltasub98.0kJ/molN/ANishiyama, Sakiyama, et al., 1980DRB
Deltasub96.2 ± 4.2kJ/molVRodgers, Westrum, et al., 1973ALS
Deltasub96.3kJ/molN/ARodgers, Westrum, et al., 1973DRB
Deltasub96.2 ± 4.2kJ/molVBoyd, 1966ALS
Deltasub87.3kJ/molN/ABoyd, 1966DRB

Enthalpy of sublimation

DeltasubH (kJ/mol) Temperature (K) Method Reference Comment
99.6 ± 1.8381.4VNishiyama, Sakiyama, et al., 1980ALS
96.4 ± 1.5353. - 409.TSGCNishiyama, Sakiyama, et al., 1980AC
92.9 ± 0.84363.MEBoyd, 1966Based on data from 343. - 383. K. See also Stephenson and Malanowski, 1987 and Cox and Pilcher, 1970.; AC

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
0.21323.2Andrews and Westrum, 1970AC

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.

Nishiyama, Sakiyama, et al., 1980
Nishiyama, K.; Sakiyama, N.; Seki, S.; Horita, H.; Otsubo, T.; Misumi, S., Thermochemical studies on double- and triple-layered [2.2]paracyclophanes. Estimation of molecular strain energies., Bull. Chem. Soc. Jpn., 1980, 53, 869-877. [all data]

Rodgers, Westrum, et al., 1973
Rodgers, D.L.; Westrum, E.F., Jr.; Andrews, J.T.S., The enthalpies of combustion and formation of [2.2]-paracyclophane and triptycene, J. Chem. Thermodyn., 1973, 5, 733-739. [all data]

Boyd, 1966
Boyd, R.H., The heat of combustion and strain energy of 2,2-paracyclophane, Tetrahedron, 1966, 22, 119-122. [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]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]

Andrews and Westrum, 1970
Andrews, John T.S.; Westrum, Edgar F., Heat capacity and thermodynamic properties of [2.2]paracyclophane. Mechanism of the 50.deg.K transition, J. Phys. Chem., 1970, 74, 10, 2170-2174, https://doi.org/10.1021/j100909a022 . [all data]


Notes

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