Diazene, bis(4-methoxyphenyl)-, 1-oxide
- Formula: C14H14N2O3
- Molecular weight: 258.2726
- IUPAC Standard InChI: InChI=1S/C14H14N2O3/c1-18-13-7-3-11(4-8-13)15-16(17)12-5-9-14(19-2)10-6-12/h3-10H,1-2H3
- IUPAC Standard InChIKey: KAEZRSFWWCTVNP-UHFFFAOYSA-N
- CAS Registry Number: 1562-94-3
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Azoxybenzene, 4,4'-dimethoxy-; p-Azoxyanisole; p-Azoxydianisole; p,p'-Azoxyanisole; p,p'-Azoxydianisole; 4,4'-Azoxyanisole; 4,4'-Azoxydianisole; 4,4'-Dimethoxyazoxybenzene; Azoxy-bis(4-methoxybenzene); p,p'-Dimethoxyazoxybenzene; PAA; Diazene, 1,2-bis(4-methoxyphenyl)-, 1-oxide; NSC 7959
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References, Notes
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 | 8.0 ± 1.1 | kcal/mol | Ccb | Acree, Tucker, et al., 1993 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, References, Notes
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:
DH - Eugene S. Domalski and Elizabeth D. Hearing
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -24.24 ± 0.62 | kcal/mol | Ccb | Acree, Tucker, et al., 1993 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1770.7 ± 0.45 | kcal/mol | Ccb | Acree, Tucker, et al., 1993 | ALS |
Constant pressure heat capacity of liquid
| Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 136. | 400. | Kreutzer, 1938 | Value a few degrees below anisotropic-isotropic liquid-liquid transition at 409 K.; DH |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 90.89 | 368. | Barral, Porter, et al., 1967 | T = 368 to 423 K.; DH |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, References, Notes
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 |
|---|---|---|---|
| 8.06 | PE | Millefiori, Ciliberto, et al., 1981 | Vertical value; LLK |
| 8.00 | PE | Armen, Braunstein, et al., 1979 | Vertical value; LLK |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Acree, Tucker, et al., 1993
Acree, W.E., Jr.; Tucker, S.A.; Pilcher, G.; Paz Andrade, M.I.; Ribeiro da Silva, M.D.M.C.,
Enthalpies of combustion of p-azoxyanisole p-azoxyphenetole: the dissociation enthalpy of the N-O bonds. Enthalpies of crystal-to-(liquid crystal) transitions,
J. Chem. Thermodyn., 1993, 25, 653-659. [all data]
Kreutzer, 1938
Kreutzer, C.,
Kalorimetrische Messungen beim Übergang von der anisotropen zur isotropen flüssigen Phase,
Ann. Physik. [5]33, 1938, 192-209. [all data]
Barral, Porter, et al., 1967
Barral, E.M., II; Porter, R.S.; Johnson, J.F.,
Specific heats of nematic, smectic, and cholesteric liquid crystals by differential scanning calorimetry,
J. Phys. Chem., 1967, 71, 895-900. [all data]
Millefiori, Ciliberto, et al., 1981
Millefiori, S.; Ciliberto, E.; Millefiori, A.; Zerbo, M.A.,
Gas phase U. V. photoelectron investigation of azoxybenzene and 4,4'-di(n-alkoxy)azoxybenzenes,
Spectromchim. Acta Part A, 1981, 37, 605. [all data]
Armen, Braunstein, et al., 1979
Armen, G.H.; Braunstein, C.; Weinstein, M.I.; Baker, A.D.,
Reaction of azoxyanisole with oxalyl chloride: Use of photoelectron spectroscopy in seeking new reactions,
Tetrahedron Lett., 1979, 43, 4197. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Cp,solid Constant pressure heat capacity of solid 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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