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

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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
Deltafgas46.8kcal/molCcbEngel, Wood, et al., 1974see Engel, Melaugh, et al., 1976

Condensed 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
Deltafsolid36.35kcal/molCcbEngel, Wood, et al., 1974see Engel, Melaugh, et al., 1976
Quantity Value Units Method Reference Comment
Deltacsolid-779.86 ± 0.17kcal/molCcbEngel, Wood, et al., 1974see Engel, Melaugh, et al., 1976

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

Quantity Value Units Method Reference Comment
Deltasub13.2 ± 0.1kcal/molN/AEngel, Melaugh, et al., 1976AC
Deltasub10.49kcal/molVEngel, Wood, et al., 1974see Engel, Melaugh, et al., 1976; ALS
Deltasub10.5kcal/molN/AEngel, Wood, et al., 1974DRB

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

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

By formula: C5H8N2 = C5H8 + N2

Quantity Value Units Method Reference Comment
Deltar-5.2 ± 2.5kcal/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

Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Chemical Concepts
NIST MS number 194998

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References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), NIST Free Links, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Engel, Wood, et al., 1974
Engel, P.S.; Wood, J.L.; Sweet, J.A.; Margrave, J.L., Thermochemistry of azoalkanes, J. Am. Chem. Soc., 1974, 96, 2381-2387. [all data]

Engel, Melaugh, et al., 1976
Engel, P.S.; Melaugh, R.A.; Mansson, M.; Timberlake, J.W.; Garner, A.W.; Rossini, F.D., Thermochemistry of nine diazenes (azo compounds), J. Chem. Thermodyn., 1976, 8, 607-621. [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]

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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