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

• Formula: C₅H₈N₂
• Molecular weight: 96.1304
• IUPAC Standard InChI: InChI=1S/C5H8N2/c1-2-5-3-4(1)6-7-5/h4-5H,1-3H2 Copy

  
• IUPAC Standard InChIKey: IJDUBDHNOXAHCQ-UHFFFAOYSA-N Copy
• CAS Registry Number: 2721-32-6
• Chemical structure:
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• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • References
  • Notes
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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

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

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.

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

=  + 

By formula: C₅H₈N₂ = C₅H₈ + N₂

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

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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Additional Data

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), 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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• Symbols used in this document:
  

  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔsubH°	Enthalpy of sublimation at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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