2,5-Cyclohexadiene-1,4-dione, 2,5-dimethyl-
- Formula: C8H8O2
- Molecular weight: 136.1479
- IUPAC Standard InChI: InChI=1S/C8H8O2/c1-5-3-8(10)6(2)4-7(5)9/h3-4H,1-2H3
- IUPAC Standard InChIKey: MYKLQMNSFPAPLZ-UHFFFAOYSA-N
- CAS Registry Number: 137-18-8
- 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, 2,5-dimethyl-; p-Xyloquinone; Phlorone; 2,5-Dimethyl-p-benzoquinone; 2,5-Dimethyl-1,4-benzoquinone; 2,5-Dimethylquinone; 2,5-Xyloquinone; 3,6-Dimethyl-p-benzoquinone; Benzoquinone, 2, 5-dimethyl-; 2,5-Dimethyl-1,4-benzochinon; 2,5-Dimetilbenzochinone (1:4); Floron; Florone; 2,5-Dimethyl-2,5-Cyclohexadiene-1,4-dione; 2,5-Dimethyl-p-quinone; NSC 15309
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Gas phase ion energetics data
Go To: Top, Gas Chromatography, 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
View reactions leading to C8H8O2+ (ion structure unspecified)
Electron affinity determinations
| EA (eV) | Method | Reference | Comment |
|---|---|---|---|
| 1.761 ± 0.061 | IMRE | Heinis, Chowdhury, et al., 1988 | ΔGea(423 K) = -39.2 kcal/mol; ΔSea estimated = -3.3 eu; B |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.58 | PE | Kobayashi, 1975 | LLK |
| 9.60 ± 0.05 | PE | Dougherty and McGlynn, 1977 | Vertical value; LLK |
Gas Chromatography
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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | BPX-5 | 1129. | Hill, Isaacs, et al., 1999 | 50. m/0.325 mm/0.5 μm, He, 20. C @ 2. min, 4. K/min, 250. C @ 10. min |
| Capillary | BPX-5 | 1129. | Hill, Isaacs, et al., 1999 | 50. m/0.325 mm/0.5 μm, He, 20. C @ 2. min, 4. K/min, 250. C @ 10. min |
References
Go To: Top, Gas phase ion energetics data, Gas Chromatography, 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]
Kobayashi, 1975
Kobayashi, T.,
Photoelectron spectra of p-benzoquinones,
J. Electron. Spectrosc. Relat. Phenom., 1975, 7, 349. [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]
Hill, Isaacs, et al., 1999
Hill, V.M.; Isaacs, N.S.; Ledward, D.A.; Ames, J.M.,
Effect of high hydrostatic pressure on the volatile components of a glucose-lysine model system,
J. Agric. Food Chem., 1999, 47, 9, 3675-3681, https://doi.org/10.1021/jf990124z
. [all data]
Notes
Go To: Top, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
EA Electron affinity - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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