300756
2,3-Dimethylhydroquinone
97%
Synonym(s):
1,4-Dihydroxy-2,3-dimethylbenzene, 2,3-Dimethyl-1,4-benzenediol
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About This Item
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Quality Level
assay
97%
form
powder
mp
223-225 °C (lit.)
SMILES string
Cc1c(C)c(O)ccc1O
InChI
1S/C8H10O2/c1-5-6(2)8(10)4-3-7(5)9/h3-4,9-10H,1-2H3
InChI key
BXJGUBZTZWCMEX-UHFFFAOYSA-N
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General description
2,3-Dimethylhydroquinone is an alkyl p-hydroquinone that can be used as a chain breaking antioxidant and an electron donor for redox intermediates. It acts as an antioxidant due to its characteristic to terminate kinetic chains on reaction with peroxy radicals.
Application
2,3-Dimethylhydroquinone can be used as an antioxidant for lipid peroxidation. It is also used in the synthesis of benzofuran-5-ols which can further be utilized as antifungal agents in biological applications.
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Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis and antifungal activity of benzofuran-5-ols
Bioorganic & Medicinal Chemistry Letters, 20(22), 6777-6780 (2010)
Substituted p-hydroquinones as inhibitors of lipid peroxidation
Chemistry and Physics of Lipids, 125(1), 49-58 (2003)
Electrochemical oxidation of 2, 3-dimethylhydroquinone in the presence of 1, 3-dicarbonyl compounds
The Journal of Organic Chemistry, 71(5), 2139-2142 (2006)
Dalton transactions (Cambridge, England : 2003), 43(39), 14798-14805 (2014-08-28)
Previous studies, based on thin-layer electrochemistry (TLE), in situ scanning tunneling microscopy (EC-STM), high-resolution electron energy loss spectroscopy (HREELS) and density functional theory (DFT) computations, on the chemical adsorption of hydroquinone from aqueous solutions onto atomically smooth Pd (and Pt)
Redox report : communications in free radical research, 5(4), 185-190 (2000-09-20)
Myeloperoxidase is very susceptible to reducing radicals because the reduction potential of the ferric/ferrous redox couple is much higher compared with other peroxidases. Semiquinone radicals are known to reduce heme proteins. Therefore, the kinetics and spectra of the reactions of
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