Common NameHydroquinone
DescriptionHydroquinone, also known as benzene-1,4-diol, is an aromatic organic compound which is a type of phenol, having the chemical formula C6H4(OH)2. Its chemical structure has two hydroxyl groups bonded to a benzene ring in a para position. Hydroquinone is commonly used as a biomarker for benzene exposure. The presence of hydroquinone in normal individuals stems mainly from direct dietary ingestion, catabolism of tyrosine and other substrates by gut bacteria, ingestion of arbutin-containing foods, cigarette smoking, and the use of some over-the-counter medicines. Hydroquinone is a white granular solid at room temperature and pressure. The hydroxyl groups of hydroquinone are quite weakly acidic. Hydroquinone can lose an H+ from one of the hydroxyls to form a monophenolate ion or lose an H+ from both to form a diphenolate ion. Hydroquinone has a variety of uses principally associated with its action as a reducing agent which is soluble in water. It is a major component of most photographic developers where, with the compound Metol, it reduces silver halides to elemental silver.
Structure
Molecular FormulaC6H6O2
Average Mass110.11060
Monoisotopic Mass110.03678
IUPAC Namebenzene-1,4-diol
Traditional NameHydroquinone
CAS Registry Number123-31-9
SMILESOc1ccc(O)cc1
InChI IdentifierInChI=1S/C6H6O2/c7-5-1-2-6(8)4-3-5/h1-4,7-8H
InChI KeyQIGBRXMKCJKVMJ-UHFFFAOYSA-N
CHEBI IDCHEBI:17594
HMDB IDHMDB0002434
Pathways
NameSMPDB/PathBank
Glycerolipid Metabolism
Riboflavin Metabolism
Glycerol Phosphate Shuttle
Glycerol Kinase Deficiency
D-glyceric acidura
Familial lipoprotein lipase deficiency
StateNot Available
Water Solubility9.55e+01 g/l
logP0.71
logS-0.06
pKa (Strongest Acidic)9.68
pKa (Strongest Basic)-5.89
Hydrogen Acceptor Count2
Hydrogen Donor Count2
Polar Surface Area40.46 Ų
Rotatable Bond Count0
Physiological Charge0
Formal Charge0
Refractivity30.02 m³·mol⁻¹
Polarizability10.75

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