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
- IUPAC Standard InChIKey: WOAHJDHKFWSLKE-UHFFFAOYSA-N
- CAS Registry Number: 583-63-1
- Chemical structure:
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Reaction thermochemistry data
Go To: Top, Gas phase ion energetics data, References, Notes
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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 104.8 ± 5.5 | kcal/mol | N/A | Fujio, McIver, et al., 1981 | gas phase; value altered from reference due to change in acidity scale |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry data, References, Notes
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
| EA (eV) | Method | Reference | Comment |
|---|---|---|---|
| 1.900 ± 0.010 | LPES | Fu, Yang, et al., 2011 | Triplet state of neutral 1.68 eV up; B |
| 1.90 ± 0.13 | IMRB | Fattahi, Kass, et al., 2005 | B |
| 1.620 ± 0.048 | LPD | Marks, Comita, et al., 1985 | B |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.60 | PE | Schang, Gleiter, et al., 1978 | Vertical value; LLK |
| 9.6 | PE | Koenig, Smith, et al., 1977 | Vertical value; LLK |
References
Go To: Top, 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.
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]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References
- 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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