2,3-Diazabicyclo[2.2.1]-hept-2-ene

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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

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Individual Reactions

2,3-Diazabicyclo[2.2.1]-hept-2-ene = Bicyclo[2.1.0]pentane + Nitrogen

By formula: C5H8N2 = C5H8 + N2

Quantity Value Units Method Reference Comment
Δr-22. ± 10.kJ/molCphaHerman and Goodman, 1989solid phase; solvent: Acetonitrile/water

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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

IE (eV) Method Reference Comment
8.45 ± 0.04PEBoyd, Bunzli, et al., 1973LLK
8.94PEHouk, Chang, et al., 1975Vertical value; LLK
8.82PESchmidt, Schweig, et al., 1974Vertical value; LLK

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.

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]

Boyd, Bunzli, et al., 1973
Boyd, R.J.; Bunzli, J.C.; Snyder, J.P.; Heyman, M.L., Photoelectron spectra of 2,3-diazabicyclo[2.2 n]alk-2-enes (n = 1,2,3,4), J. Am. Chem. Soc., 1973, 95, 6478. [all data]

Houk, Chang, et al., 1975
Houk, K.N.; Chang, Y.-M.; Engel, P.S., Photoelectron spectroscopy of azo compounds, J. Am. Chem. Soc., 1975, 97, 1824. [all data]

Schmidt, Schweig, et al., 1974
Schmidt, H.; Schweig, A.; Trost, B.M.; Neubold, H.B.; Scudder, P.H., Influence of geometry on cyclopropyl participation in the thermolysis of azo compounds. A photoelectron spectroscopic rationalization, J. Am. Chem. Soc., 1974, 96, 622. [all data]


Notes

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