Diphenylacetylene

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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

2-Cyclopropen-1-one, 2,3-diphenyl- = Diphenylacetylene + Carbon monoxide

By formula: C15H10O = C14H10 + CO

Quantity Value Units Method Reference Comment
Δr-6.7 ± 1.2kcal/molCphaHung and Grabowski, 1992liquid phase; solvent: Alkane
Δr4.2 ± 2.5kcal/molCphaHerman and Goodman, 1989solid phase; solvent: Acetonitrile/water
Δr-9.9 ± 2.9kcal/molCphaGrabowski, Simon, et al., 1984liquid phase; solvent: Benzene

2Hydrogen + Diphenylacetylene = Bibenzyl

By formula: 2H2 + C14H10 = C14H14

Quantity Value Units Method Reference Comment
Δr-59.64 ± 0.56kcal/molChydDavis, Allinger, et al., 1985liquid phase; solvent: Hexane
Δr-64.2 ± 1.1kcal/molChydFlitcroft and Skinner, 1958solid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -64.1 ± 1.1 kcal/mol

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.

Hung and Grabowski, 1992
Hung, R.R.; Grabowski, J.J., Enthalpy measurements in organic solvents by photoacoustic calorimetry: a solution to the reaction volume problem, J. Am. Chem. Soc., 1992, 114, 351-353. [all data]

Herman and Goodman, 1989
Herman, M.S.; Goodman, J.L., Determination of the enthalpy and reaction volume changes of organic photoreactions using photoacoustic calorimetry, J. Am. Chem. Soc., 1989, 111, 1849-1854. [all data]

Grabowski, Simon, et al., 1984
Grabowski, J.J.; Simon, J.D.; Peters, K.S., Heat of formation of diphenylcyclopropenone by photoacoustic calorimetry, J. Am. Chem. Soc., 1984, 106, 4615-4616. [all data]

Davis, Allinger, et al., 1985
Davis, H.E.; Allinger, N.L.; Rogers, D.W., Enthalpies of hydrogenation of phenylalkynes: indirect determination of the enthalpy of formation of diphenylcyclopropenone, J. Org. Chem., 1985, 50, 3601-3604. [all data]

Flitcroft and Skinner, 1958
Flitcroft, T.L.; Skinner, H.A., Heats of hydrogenation Part 2.-Acetylene derivatives, Trans. Faraday Soc., 1958, 54, 47-53. [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]


Notes

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