In organic chemistry, dihydroxybenzenes (benzenediols) are organic compounds in which two hydroxyl groups (−OH) are substituted onto a benzene ring (C6H6). These aromatic compounds are classed as phenols. There are three structural isomers: 1,2-dihydroxybenzene (the ortho isomer) is commonly known as catechol, 1,3-dihydroxybenzene (the meta isomer) is commonly known as resorcinol, and 1,4-dihydroxybenzene (the para isomer) is commonly known as hydroquinone.[1]
All three of these compounds are colorless to white granular solids at room temperature and pressure, but upon exposure to oxygen they may darken. All three isomers have the chemical formula C6H6O2.
Similar to other phenols, the hydroxyl groups on the aromatic ring of a benzenediol are weakly acidic. Each benzenediol can lose an H+ from one of the hydroxyls to form a type of phenolate ion.
The Dakin oxidation is an organic redox reaction in which an ortho- or para-hydroxylated phenyl aldehyde (−CH=O) or ketone (>C=O) reacts with hydrogen peroxide in base to form a benzenediol and a carboxylate. Overall, the carbonyl group (C=O) is oxidized, and the hydrogen peroxide is reduced.
In organic chemistry, dihydroxybenzenes (benzenediols) are organic compounds in which two hydroxyl groups (−OH) are substituted onto a benzene ring (C6H6)...
Catechol (/ˈkætɪtʃɒl/ or /ˈkætɪkɒl/), also known as pyrocatechol or 1,2-dihydroxybenzene, is an organic compound with the molecular formula C6H4(OH)2. It is...
3,5-tetrol. This enzyme can be found in Pelobacter acidigallici. Dihydroxybenzenes Tetrahydroxybenzenes Pentahydroxybenzene Hexahydroxybenzene Helmut...
molecule or a substituent of a larger molecule, where it represents a 1,2-dihydroxybenzene group. Catecholamines are derived from the amino acid tyrosine, which...
the molecular weight 142.11 g/mol and the chemical formula C6H6O4. Dihydroxybenzenes Trihydroxybenzenes Pentahydroxybenzene Hexahydroxybenzene This set...
o-cresol m-cresol p-cresol There are three arene substitution isomers of dihydroxybenzene (C6H4(OH)2) – the ortho isomer catechol, the meta isomer resorcinol...
toward oxidation. Oxidative cleavage, for instance cleavage of 1,2-dihydroxybenzene to the monomethylester of 2,4 hexadienedioic acid with oxygen, copper...
yields 3-methoxycatechol and enzymatically forms 5-allyl-1-methoxy-2,3-dihydroxybenzene (oxidation of the methylenedioxy group). Myristicin is also formed...
to coumarin. Oxidation with hydrogen peroxide gives catechol (1,2-dihydroxybenzene) (Dakin reaction). Etherification with chloroacetic acid followed by...
for melt-processing. The diphenol is typically bisphenol-A or 1,4-dihydroxybenzene. Such step polymerizations require highly pure monomer and precise...
different dimensionality. All three were made using the same ligand (4,5-dihydroxybenzene-1,3-disulfonate (L)), but different metal cations. All of the metals...
or a cyclic oligomer, based on the condensation of resorcinol (1,3-dihydroxybenzene) and an aldehyde. Resorcinarenes are a type of calixarene. Other types...
chain with up to 27 carbon atoms attached to a polar resorcinol (1,3-dihydroxybenzene) ring. Alkylresorcinols are relatively rare in nature and are reported...
odd-numbered alkyl side chain attached to a polar resorcinol (1,3-dihydroxybenzene) ring. In the case of cereals, the alkyl chain ranges from 15 to 25...
catechol estrogen is a steroidal estrogen that contains catechol (1,2-dihydroxybenzene) within its structure. The catechol estrogens are endogenous metabolites...