Benzene, 1,1'-(diazomethylene)bis-


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

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Individual Reactions

Benzene, 1,1'-(diazomethylene)bis- = Methylene, diphenyl- + Nitrogen

By formula: C13H10N2 = C13H10 + N2

Quantity Value Units Method Reference Comment
Δr0.0 ± 1.7kcal/molCmSimon and Peters, 1983liquid phase; solvent: Benzene; Corrected by authors in 1988

Oxygen + Benzene, 1,1'-(diazomethylene)bis- = Nitrogen + Oxonium, (diphenylmethylene)hydroxy-, hydroxide, inner salt

By formula: O2 + C13H10N2 = N2 + C13H10O2

Quantity Value Units Method Reference Comment
Δr-48.1 ± 0.8kcal/molCphaHartstock, Kanabus-Kaminska, et al., 1989liquid phase

Ethanol + Benzene, 1,1'-(diazomethylene)bis- = C13H28O4 + Nitrogen

By formula: C2H6O + C13H10N2 = C13H28O4 + N2

Quantity Value Units Method Reference Comment
Δr-53.6 ± 1.0kcal/molCphaHartstock, Kanabus-Kaminska, et al., 1989liquid phase

Gas phase ion energetics 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:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard

Ionization energy determinations

IE (eV) Method Reference Comment
7.9PEOkubo, Ito, et al., 1985LBLHLM
8.31PEOkubo, Ito, et al., 1985Vertical value; LBLHLM

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.

Simon and Peters, 1983
Simon, J.D.; Peters, K.S., Determination of the heat of reaction for the formation of diphenylcarbene from diphenyldiazomethane using photoacoustic calorimetry, J. Am. Chem. Soc., 1983, 105, 5156-5158. [all data]

Hartstock, Kanabus-Kaminska, et al., 1989
Hartstock, F.W.; Kanabus-Kaminska, J.M.; Griller, D., Heat of formation of benzophenone oxide [1], Int. J. Chem. Kinet., 1989, 21, 157-163. [all data]

Okubo, Ito, et al., 1985
Okubo, J.; Ito, H.; Hishi, T.; Kobayashi, T., Intramolecular orbital interactions in and conformation of N,N'-diphenylcarbodiimide studied by photoelectron spectroscopy, Tetrahedron Lett., 1985, 26, 643. [all data]


Notes

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