1,4-Dimethyl-2,3-diaza-bicyclo[2.2.2]oct-2-ene
- Formula: C8H14N2
- Molecular weight: 138.2102
- IUPAC Standard InChI: InChI=1S/C8H14N2/c1-7-3-5-8(2,6-4-7)10-9-7/h3-6H2,1-2H3
- IUPAC Standard InChIKey: HNKORYYGGBIIGK-UHFFFAOYSA-N
- CAS Registry Number: 49570-30-1
- Chemical structure:
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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 |
|---|---|---|---|---|---|
| ΔfH°gas | 22.08 ± 0.05 | kcal/mol | Ccb | Engel, Wood, et al., 1974 | see 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 |
|---|---|---|---|---|---|
| ΔfH°solid | 4.88 | kcal/mol | Ccb | Engel, Wood, et al., 1974 | see Engel, Melaugh, et al., 1976 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1235.49 ± 0.28 | kcal/mol | Ccb | Engel, Wood, et al., 1974 | see 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 |
|---|---|---|---|---|---|
| ΔsubH° | 17.2 ± 0.1 | kcal/mol | C | Engel, Melaugh, et al., 1976 | AC |
| ΔsubH° | 17.20 | kcal/mol | V | Engel, Wood, et al., 1974 | see Engel, Melaugh, et al., 1976; ALS |
| ΔsubH° | 17.2 | kcal/mol | N/A | Engel, Wood, et al., 1974 | DRB |
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:
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 7.73 | PE | Engel, Gerth, et al., 1988 | LL |
| 8.13 | PE | Engel, Gerth, et al., 1988 | Vertical value; LL |
| 8.06 | PE | Houk, Chang, et al., 1975 | Vertical 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.
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]
Engel, Gerth, et al., 1988
Engel, P.S.; Gerth, D.B.; Keys, D.E.; Scholz, J.N.; Houk, K.N.; Rozeboom, M.D.; Eaton, T.A.; Glass, R.S.; Broeker, J.L.,
Ionization potentials of some azoalkanes by photoelectron spectroscopy,
Tetrahedron, 1988, 44, 6811. [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]
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 ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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