Azobenzene

• Formula: C₁₂H₁₀N₂
• Molecular weight: 182.2212
• IUPAC Standard InChI: InChI=1S/C12H10N2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10H Copy

  
• IUPAC Standard InChIKey: DMLAVOWQYNRWNQ-UHFFFAOYSA-N Copy
• CAS Registry Number: 103-33-3
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
  The 3d structure may be viewed using Java or Javascript.
• Species with the same structure:
  • Azobenzene, (E)-
• Other names: Diazene, diphenyl-; Azobenzide; Azobenzol; Benzene, azobis-; Benzene, azodi-; Benzeneazobenzene; Diazobenzene; Diphenyldiimide; 1,2-Diphenyldiazene; Azobenzeen; Azobisbenzene; Azodibenzeneazofume; Azofume; Benzofume; Diphenyldiazene; ENT 14,611; NCI-C02926; USAF EK-704; Azodibenzene; Azobenzen; Diazene, 1,2-diphenyl-; NSC 2102
• Information on this page:
  • Condensed phase thermochemistry data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Phase change data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • Gas Chromatography
• Data at other public NIST sites:
  • X-ray Photoelectron Spectroscopy Database, version 5.0
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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

Reaction 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

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

C₁₂H₁₀N₂ =

By formula: C₁₂H₁₀N₂ = C₁₂H₁₀N₂

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

Appearance energy determinations

References

Go To: Top, Condensed phase thermochemistry data, Reaction 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.

Lemoult, 1908
Lemoult, M.P., Recherches theoriques et experimentales sur les chaleurs de combustion et de formation des composes organiques, Ann. Chim. Phys., 1908, 14, 289-310. [all data]

Wieland, Heymann, et al., 1934
Wieland, H.; Heymann, K.; Tsatsas, T.; Juchum, D.; Varvoglis, G.; Labriola, G.; Dobbelstein, O.; Boyd-Barrett, H.S., Uber das Auftreten freier Radikale bei chemischen Reaktionen. VIII, Ann., 1934, 514, 145-181. [all data]

Swietoslawski and Bobinska, 1929
Swietoslawski, M.W.; Bobinska, M.J., O cieple spalania kamfory, azobenzenu i hydrazobenzenu - Sur la chaleur de combustion du comphre, de l'hydrazobenzene, Rocz. Chem., 1929, 9, 723-730. [all data]

Cammenga, Behrens, et al., 1977
Cammenga, H.K.; Behrens, E.; Wolf, F., Thermal isomerization of cis-azobenzene in the solid state in React. Solids, [Proc. Int. Symp.],, ed. J. Wood, O. Lindqvist, C. Helgesson, Plenum: New York,NY, 1977, 481-486. [all data]

Natalis and Franklin, 1981
Natalis, P.; Franklin, J.L., Ionization and dissociation of diphenyl and condensed-ring aromatics by electron impact. III. Azobenzene, Int. J. Mass Spectrom. Ion Phys., 1981, 40, 35. [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]

Rao, 1975
Rao, C.N.R., Lone-pair ionization bands of chromophores in the photoelectron spectra of organic molecules, Indian J. Chem., 1975, 13, 950. [all data]

Notes

Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References

• Symbols used in this document:
  

  AE	Appearance energy
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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