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
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • UV/Visible spectrum
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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

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, Gas phase ion energetics data, IR Spectrum, 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.

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]

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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