Diazene, bis(4-methoxyphenyl)-, 1-oxide
- Formula: C14H14N2O3
- Molecular weight: 258.2726
- 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
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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 | 8.0 ± 1.1 | kcal/mol | Ccb | Acree, Tucker, et al., 1993 |
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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔsubH° | 32.22 ± 0.88 | kcal/mol | C | Acree, Tucker, et al., 1993 | ALS |
ΔsubH° | 32.22 ± 0.88 | kcal/mol | C | Acree, 1993 | AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
17.6 | 406. | A | Stephenson and Malanowski, 1987 | Based on data from 395. to 418. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
7.0029 | 391.7 | Acree, Tucker, et al., 1993 | DH |
4.9307 | 377.2 | Kuznetsov, Vasiliskov, et al., 1990 | Crystal to nematic liquid.; DH |
Temperature of phase transition
Ttrs (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|
335.6 | crystaline, II | crystaline, I | Jaiswal, 1982 | DH |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
0.2390 | 410.7 | liquid | liquid | Acree, Tucker, et al., 1993 | Nematic/liq.; DH |
0.3188 | 411.6 | liquid | liquid | Kuznetsov, Vasiliskov, et al., 1990 | Nematic to isotropic liquid.; DH |
0.02500 | 250.7 | crystaline, III | crystaline, I | Jaiswal, 1982 | DH |
5.7101 | 377.5 | crystaline, II | liquid | Jaiswal, 1982 | DH |
7.2729 | 388.0 | crystaline, I | liquid | Jaiswal, 1982 | DH |
0.181 | 406.9 | liquid | liquid | Jaiswal, 1982 | DH |
7.2579 | 390.8 | crystaline, I | liquid | Barral, Porter, et al., 1967 | DH |
0.176 | 407.1 | liquid | liquid | Barral, Porter, et al., 1967 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
0.10 | 250.7 | crystaline, III | crystaline, I | Jaiswal, 1982 | DH |
15.13 | 377.5 | crystaline, II, Crystal II | liquid, nematic | Jaiswal, 1982 | DH |
18.74 | 388.0 | crystaline, I, Crystal I | liquid, nematic | Jaiswal, 1982 | DH |
0.440 | 406.9 | liquid, Nematic | liquid, isotropic | Jaiswal, 1982 | DH |
18.6 | 390.8 | crystaline, I, Solid | liquid, nematic transition | Barral, Porter, et al., 1967 | DH |
0.43 | 407.1 | liquid, Nematic liquid | liquid, isotropic | Barral, Porter, et al., 1967 | DH |
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 |
---|---|---|---|
8.06 | PE | Millefiori, Ciliberto, et al., 1981 | Vertical value; LLK |
8.00 | PE | Armen, Braunstein, et al., 1979 | Vertical value; LLK |
IR Spectrum
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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
Gas Phase Spectrum
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Additional Data
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Owner | SRD/NIST Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | EPA-IR VAPOR PHASE LIBRARY |
State | gas |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, 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]
Acree, 1993
Acree, W.,
Enthalpies of combustion of p-azoxyanisole and p-azoxyphenetole: the dissociation enthalpy of the N-O bonds. Enthalpies of crystal-to-(liquid crystal) transitions,
The Journal of Chemical Thermodynamics, 1993, 25, 5, 653-659, https://doi.org/10.1006/jcht.1993.1062
. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Kuznetsov, Vasiliskov, et al., 1990
Kuznetsov, V.S.; Vasiliskov, Yu.G.; Makarov, B.N.; Kozlov, V.A.,
Feasibility of determination of heats of phase transitions in liquid crystals in a DAK-type microcalorimeter, Izv. Vyssh. Uchebn. Zaved.,
Khim. Khim. Tekhnol., 1990, 33(1), 125-127. [all data]
Jaiswal, 1982
Jaiswal, A.K.,
Solid polymorphs of p-azoxyanisole (PAA),
Natl. Acad. Sci. Lett. (India), 1982, 5, 23-25. [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, Phase change data, Gas phase ion energetics data, IR Spectrum, References
- Symbols used in this document:
Ttrs Temperature of phase transition ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfusH Enthalpy of fusion ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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