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Merck
CN

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

Linear Formula:
(CH3)2C6H2-1,4-(OH)2
CAS Number:
608-43-5
Molecular Weight:
138.16
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24857938
MDL number:
MFCD00009997
Beilstein/REAXYS Number:
636976

Key Documents

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Product Name

2,3-Dimethylhydroquinone, 97%

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

100

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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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCN1347
MKBZ5003V
MKBM1404V
MKBL3037V
06605JH

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Marco Persico et al.
Scientific reports, 7, 45485-45485 (2017-04-07)
In the present work we performed a combined experimental and computational study on the interaction of the natural antimalarial endoperoxide plakortin and its synthetic analogue 4a with heme. Obtained results indicate that the studied compounds produce reactive carbon radical species
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)
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
Substituted p-hydroquinones as inhibitors of lipid peroxidation
Roginsky V, et al.
Chemistry and Physics of Lipids, 125(1), 49-58 (2003)
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