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About This Item
Linear Formula:
(CH3)2C6H2-1,4-(OH)2
CAS Number:
Molecular Weight:
138.16
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
636976
InChI
1S/C8H10O2/c1-5-6(2)8(10)4-3-7(5)9/h3-4,9-10H,1-2H3
SMILES string
Cc1c(C)c(O)ccc1O
InChI key
BXJGUBZTZWCMEX-UHFFFAOYSA-N
assay
97%
form
powder
mp
223-225 °C (lit.)
Quality Level
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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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
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
Ryu C, et al.
Bioorganic & Medicinal Chemistry Letters, 20(22), 6777-6780 (2010)
Alnald Javier et al.
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)
Substituted p-hydroquinones as inhibitors of lipid peroxidation
Roginsky V, et al.
Chemistry and Physics of Lipids, 125(1), 49-58 (2003)
Electrochemical oxidation of 2, 3-dimethylhydroquinone in the presence of 1, 3-dicarbonyl compounds
Hosseiny D, et al.
The Journal of Organic Chemistry, 71(5), 2139-2142 (2006)
U Burner et al.
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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