o-Benzoquinone

• Formula: C₆H₄O₂
• Molecular weight: 108.0948
• IUPAC Standard InChI: InChI=1S/C6H4O2/c7-5-3-1-2-4-6(5)8/h1-4H Copy

  
• IUPAC Standard InChIKey: WOAHJDHKFWSLKE-UHFFFAOYSA-N Copy
• CAS Registry Number: 583-63-1
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Information on this page:
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • UV/Visible spectrum
  • References
  • Notes
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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: John E. Bartmess

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

(CAS Reg. No. 20217-29-2 • 4294967295) +  = CAS Reg. No. 20217-29-2

By formula: (CAS Reg. No. 20217-29-2 • 4294967295C₆H₄O₂) + C₆H₄O₂ = CAS Reg. No. 20217-29-2

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
B - John E. Bartmess

Electron affinity determinations

Ionization energy determinations

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

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, UV/Visible spectrum, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Fujio, McIver, et al., 1981
Fujio, M.; McIver, R.T., Jr.; Taft, R.W., Effects on the acidities of phenols from specific substituent-solvent interactions. Inherent substituent parameters from gas phase acidities, J. Am. Chem. Soc., 1981, 103, 4017. [all data]

Fu, Yang, et al., 2011
Fu, Q.A.; Yang, J.L.; Wang, X.B., On the Electronic Structures and Electron Affinities of the m-Benzoquinone (BQ) Diradical and the o-, p-BQ Molecules: A Synergetic Photoelectron Spectroscopic and Theoretical Study, J. Phys. Chem. A, 2011, 115, 15, 3201-3207, https://doi.org/10.1021/jp1120542 . [all data]

Fattahi, Kass, et al., 2005
Fattahi, Alireza; Kass, Steven R.; Liebman, Joel F.; Matos, M. Agostinha R.; Miranda, Margarida S.; Morais, Victor M.F., The Enthalpies of Formation of o -, m -, and p -Benzoquinone: Gas-Phase Ion Energetics, Combustion Calorimetry, and Quantum Chemical Computations Combined, J. Am. Chem. Soc., 2005, 127, 16, 6116-6122, https://doi.org/10.1021/ja042612f . [all data]

Marks, Comita, et al., 1985
Marks, J.; Comita, P.B.; Brauman, J.I., Threshold resonances in electron photodetachment spectra. Structural evidence for dipole-supported states, J. Am. Chem. Soc., 1985, 107, 3718. [all data]

Schang, Gleiter, et al., 1978
Schang, P.; Gleiter, R.; Rieker, A., The He(I) photoelectron spectrum of cyclobutene-1,2-dione and o-benzoquinone, Ber. Bunsen-Ges. Phys. Chem., 1978, 82, 629. [all data]

Koenig, Smith, et al., 1977
Koenig, T.; Smith, M.; Snell, W., The He(I) photoelectron spectrum of cyclopentadienone, J. Am. Chem. Soc., 1977, 99, 6663. [all data]

Nagakura and Kuboyama, 1954
Nagakura, S.; Kuboyama, A., J. Am. Chem. Soc., 1954, 76, 1003. [all data]

Notes

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• Symbols used in this document:
  

  EA	Electron affinity
  ΔrH°	Enthalpy of reaction at standard conditions

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