Duroquinone
- Formula: C10H12O2
- Molecular weight: 164.2011
- IUPAC Standard InChI: InChI=1S/C10H12O2/c1-5-6(2)10(12)8(4)7(3)9(5)11/h1-4H3
- IUPAC Standard InChIKey: WAMKWBHYPYBEJY-UHFFFAOYSA-N
- CAS Registry Number: 527-17-3
- 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. - Other names: p-Benzoquinone, 2,3,5,6-tetramethyl-; 2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetramethyl-; Tetramethyl-p-benzoquinone; Tetramethyl-1,4-benzoquinone; Tetramethylquinone; 2,3,5,6-Tetramethyl-p-benzoquinone; 2,3,5,6-Tetramethyl-1,4-benzoquinone; 2,3,5,6-Tetramethylbenzoquinone; Tetramethyl-p-quinone; p-Benzoquinone, tetramethyl-; 2,3,5,6-Tetramethyl-2,5-cyclohexadiene-1,4-dione; NSC 2068; p-Benzoquinone, tetramethyl-, semiquinone
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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
| EA (eV) | Method | Reference | Comment |
|---|---|---|---|
| 1.622 ± 0.061 | TDEq | Heinis, Chowdhury, et al., 1988 | ΔGea(423 K) = -36.0 kcal/mol; ΔSea = -3.2 eu.; B |
| 1.604 ± 0.048 | IMRE | Fukuda and McIver, 1985 | ΔGea(355 K) = -35.9 kcal/mol; ΔSea =-3.2, est. from data in Heinis, Chowdhury, et al., 1988; B |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.1 | PE | Bock, Kaim, et al., 1980 | LLK |
| 9.16 ± 0.03 | PI | Kotov and Potapov, 1972 | LLK |
| 9.16 ± 0.03 | PI | Potapov and Sorokin, 1971 | LLK |
| 9.25 ± 0.05 | PE | Dougherty and McGlynn, 1977 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C9H12O+ | 10.1 ± 0.05 | CO | PI | Potapov and Sorokin, 1971 | LLK |
References
Go To: Top, 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.
Heinis, Chowdhury, et al., 1988
Heinis, T.; Chowdhury, S.; Scott, S.L.; Kebarle, P.,
Electron Affinities of Benzo-, Naphtho-, and Anthraquinones Determined from Gas-Phase Equilibria Measurements,
J. Am. Chem. Soc., 1988, 110, 2, 400, https://doi.org/10.1021/ja00210a015
. [all data]
Fukuda and McIver, 1985
Fukuda, E.K.; McIver, R.T., Jr.,
Relative electron affinities of substituted benzophenones, nitrobenzenes, and quinones. [Anchored to EA(SO2) from 74CEL/BEN],
J. Am. Chem. Soc., 1985, 107, 2291. [all data]
Bock, Kaim, et al., 1980
Bock, H.; Kaim, W.; Timms, P.L.; Hawker, P.,
Durosemiquinone and its BF analogue - detection of 1,4-diborine as an unexpected elimination product,
Chem. Ber., 1980, 113, 3196. [all data]
Kotov and Potapov, 1972
Kotov, B.V.; Potapov, V.K.,
Ionization potentials of strong organic electron acceptors,
Khim. Vys. Energ., 1972, 6, 375. [all data]
Potapov and Sorokin, 1971
Potapov, V.K.; Sorokin, V.V.,
Photoionization and ion-molecule reactions in quinones and alcohols,
High Energy Chem., 1971, 5, 435, In original 487. [all data]
Dougherty and McGlynn, 1977
Dougherty, D.; McGlynn, S.P.,
Photoelectron spectroscopy of carbonyls. 1,4-Benzoquinones,
J. Am. Chem. Soc., 1977, 99, 3234. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy EA Electron affinity - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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