Benzenediol


Benzenediol

Benzenediols or dihydroxybenzenes are organic chemical compounds in which two hydroxyl groups are substituted onto a benzene ring. These aromatic compounds are classed as phenols, and more specifically as polyphenols. There are three isomers of benzenediol: 1,2-benzenediol (the ortho isomer) is commonly known as catechol, 1,3-benzenediol (the meta isomer) is commonly known as resorcinol, and 1,4-benzenediol (the para isomer) is commonly known as hydroquinone.

ortho
isomer
meta
isomer
para
isomer
Catechol
pyrocatechol
1,2-benzenediol
o-benzenediol
1,2-dihydroxybenzene
o-dihydroxybenzene
Resorcinol
1,3-benzenediol
m-benzenediol
1,3-dihydroxybenzene
m-dihydroxybenzene
resorcin
Hydroquinone
1,4-benzenediol
p-benzenediol
1,4-dihydroxybenzene
p-dihydroxybenzene
Brenzcatechin.svg Resorcin.svg Hydrochinon.svg

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 or ketone reacts with hydrogen peroxide in base to form a benzenediol and a carboxylate. Overall, the carbonyl group is oxidized, and the hydrogen peroxide is reduced.

See also

  • Benzenetriol

References


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Look at other dictionaries:

  • Benzènediol — Le benzènediol ou dihydroxybenzène voire diphénol, est un composé aromatique, constitué d un noyau benzénique, et de deux fonctions alcools. Il a pour formule brute C6H6O2. Il existe sous la forme de trois isomères, en fonction de la position des …   Wikipédia en Français

  • benzenediol — noun Any of the isomeric diphenols derived from benzene (namely catechol, resorcinol and hydroquinone), or their derivatives …   Wiktionary

  • C6H6O2 —      Cette page répertorie différents isomères, c’est à dire les molécules qui partagent la même formule brute. C6H6 …   Wikipédia en Français

  • Resorcinol — IUPAC name …   Wikipedia

  • Pyrocatechol — Chembox new Name = Pyrocatechol ImageFileL1 = Pyrocatechol.svg ImageSizeL1 = 120px ImageNameL1 = Pyrocatechol ImageFileR1 = Pyrocatechol 3d.png ImageSizeR1 = 150px IUPACName = Pyrocatechol OtherNames = catechol benzene 1,2 diol 2 hydroxyphenol α… …   Wikipedia

  • Pyrocatéchol — représentations du pyrocatéchol Général …   Wikipédia en Français

  • Résorcine — Structure de la résorcine Général Nom IUPAC benzène 1,3 diol …   Wikipédia en Français

  • Terbutaline — Structure chimique de la terbutaline Général Nom IUPAC 5 [2 [(1,1 Diméthylenthyl)amino] 1 hydroxyéthyl] 1,3 benzènediol …   Wikipédia en Français

  • Olivetol — IUPAC name 5 Pentyl 1,3 benzenediol …   Wikipedia

  • Styphnic acid — Chembox new Name = Styphnic acid ImageFile = Styphnic acid.png ImageName = Styphnic acid IUPACName = 2,4,6 trinitrobenzene 1,3 diol Section1 = Chembox Identifiers CASNo = 82 71 3 UNNumber = 0219 – Dry or wetted with < 20% water/alcohol 0394 –… …   Wikipedia


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