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[2.2]Paracyclophane

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

Quantity Value Units Method Reference Comment
Deltafgas244.7 ± 2.1kJ/molCcbNishiyama, Sakiyama, et al., 1980Reanalyzed by Cox and Pilcher, 1970, Original value = 246.3 ± 3.3 kJ/mol
Deltafgas241. ± 4.2kJ/molCcbRodgers, Westrum, et al., 1973 
Deltafgas241.3 ± 4.3kJ/molCcbBoyd, 1966Reanalyzed by Cox and Pilcher, 1970, Original value = 251. ± 7.9 kJ/mol

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, References, Notes

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
Deltafsolid146.7 ± 2.8kJ/molCcbNishiyama, Sakiyama, et al., 1980ALS
Deltafsolid144.7 ± 0.88kJ/molCcbRodgers, Westrum, et al., 1973ALS
Deltafsolid154. ± 4.kJ/molCcbBoyd, 1966ALS
Quantity Value Units Method Reference Comment
Deltacsolid-8729.5 ± 1.8kJ/molCcbNishiyama, Sakiyama, et al., 1980Corresponding «DELTA»fsolid = 146.68 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacsolid-8727.57 ± 0.63kJ/molCcbRodgers, Westrum, et al., 1973Corresponding «DELTA»fsolid = 144.8 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacsolid-8737. ± 4.kJ/molCcbBoyd, 1966Corresponding «DELTA»fsolid = 154. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
solid,1 bar265.68J/mol*KN/AAndrews and Westrum, 1970DH

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
252.7298.15Rodgers, Westrum, et al., 1973Cp given as 0.290 cal/g*K.; DH
252.34298.15Andrews and Westrum, 1970T = 10 to 350 K.; DH
248.1300.Shieh, McNally, et al., 1969T = 300, 318 K.; DH

References

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

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]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [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]

Andrews and Westrum, 1970
Andrews, J.T.S.; Westrum, E.F., Jr., The heat capacity and thermodynamic functions of crystalline and liquid triptycene, J. Chem. Thermodynam., 1970, 2, 245-253. [all data]

Shieh, McNally, et al., 1969
Shieh, C.; McNally, D.; Boyd, R.H., The heats of combustion and strain energies of some cyclophanes, Tetrahedron, 1969, 3653-3665. [all data]


Notes

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