Azoxybenzene

• Formula: C₁₂H₁₀N₂O
• Molecular weight: 198.2206
• IUPAC Standard InChI: InChI=1S/C12H10N2O/c15-14(12-9-5-2-6-10-12)13-11-7-3-1-4-8-11/h1-10H Copy

  
• IUPAC Standard InChIKey: GAUZCKBSTZFWCT-UHFFFAOYSA-N Copy
• CAS Registry Number: 495-48-7
• Chemical structure:
  This structure is also available as a 2d Mol file
• Other names: Diazene, diphenyl-, 1-oxide; Azobenzene, oxide; Azoxybenzide; Diphenyldiazene N-oxide; Azossibenzene; Azoxybenzeen; Azoxybenzol; Benzene, azoxydi-; Fenazox; Fentoxan; Diazene, 1,2-diphenyl-, 1-oxide; NSC 1796
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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)
  • UV/Visible spectrum
  • References
  • Notes
• Other data available:
  • Gas Chromatography
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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

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: Coblentz Society, Inc.

Condensed Phase Spectrum

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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.

Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

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

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.

Kirchner, Acree, et al., 1986
Kirchner, J.J.; Acree, W.E., Jr.; Pilcher, G.; Shaofeng, L., Enthalpies of combustion of four N-phenylmethylene benzenamine N-oxide derivatives, of N-phenylmethylene benzenamine, and of trans-diphenyldiazene N-oxide: the dissociation enthalpy of the (N-O)bonds, J. Chem. Thermodyn., 1986, 18, 793-799. [all data]

Lemoul, 1908
Lemoul, M.P., Recherches theoriques et experimentals sur les chaleurs de combustion et de formation des couposes organiques, Anal. Chem., 1908, 184-190. [all data]

Lemoult, 1906
Lemoult, M.P., Thermochimie. - Chaleur de combustion et de formation de quelques composes cycliques azotes, Compt. Rend., 1906, 143, 772-775. [all data]

Bruner, 1894
Bruner, L., The heats of fusion of some organic compounds, Ber. Dtsch. Chem. Ges., 1894, 27, 2102. [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]

Petrachenko, Vovna, et al., 1993
Petrachenko, N.E.; Vovna, V.I.; Furin, G.G., Photoelectron HeI spectra of fluorinated azo- and azoxy-benzenes, J. Fluorine Chem., 1993, 63, 85. [all data]

Furin, Petrachenko, et al., 1989
Furin, G.G.; Petrachenko, N.E.; Vovna, V.I., Photoelectron spectra of fluorine-containing azoxybenzenes, J. Org. Chem. USSR, 1989, 26, 1725, In original 1998. [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]

Grammaticakis, 1951
Grammaticakis, P., Bull. soc. chim. France, 1951, [5] 18, 951. [all data]

Notes

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• Symbols used in this document:
  

  Tfus	Fusion (melting) point
  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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