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 Copy

  
• IUPAC Standard InChIKey: KAEZRSFWWCTVNP-UHFFFAOYSA-N Copy
• 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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• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • IR Spectrum
  • UV/Visible spectrum
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
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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 as indicated in comments:
DH - Eugene S. Domalski and Elizabeth D. Hearing
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Constant pressure heat capacity of liquid

Constant pressure heat capacity of solid

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

Enthalpy of vaporization

Enthalpy of fusion

Temperature of phase transition

Enthalpy of phase transition

Entropy of phase transition

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

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

UV/Visible 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: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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Additional Data

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.

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]

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]

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]

Tosi, 1968
Tosi, C., UV atlas of organic compounds, 1968, 4, C7/16. [all data]

Notes

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• Symbols used in this document:
  

  Cp,liquid	Constant pressure heat capacity of liquid
  Cp,solid	Constant pressure heat capacity of solid
  Ttrs	Temperature of phase transition
  ΔHtrs	Enthalpy of phase transition
  ΔStrs	Entropy of phase transition
  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
  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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