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Relative to benzoquinone, more strongly oxidizing quinones include chloranil and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (also known as DDQ). [6] The oxidizing power of quinones is enhanced by the presence of acids. [7] In acidic conditions, quinone undergoes two-electron and two-proton reduction to hydroquinone.
Hydroquinone, also known as benzene-1,4-diol or quinol, is an aromatic organic compound that is a type of phenol, a derivative of benzene, having the chemical formula C 6 H 4 (OH) 2. It has two hydroxyl groups bonded to a benzene ring in a para position.
4 O 3 which can be viewed as a derivative of a benzoquinone through replacement of one hydrogen atom (H) by a hydroxyl group (-OH). When unqualified, the terms usually mean specifically the compound 2-hydroxy-1,4-benzoquinone, derived from 1,4-benzoquinone. That parent is sometimes simply called quinone, and this is the only hydroxy derivative ...
1,4-Benzoquinone, commonly known as para-quinone, is a chemical compound with the formula C 6 H 4 O 2. In a pure state, it forms bright-yellow crystals with a characteristic irritating odor, resembling that of chlorine, bleach, and hot plastic or formaldehyde. This six-membered ring compound is the oxidized derivative of 1,4-hydroquinone. [4]
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]
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (or DDQ) is the chemical reagent with formula C 6 Cl 2 (CN) 2 O 2. This oxidant is useful for the dehydrogenation of alcohols, [3] phenols, [4] and steroid ketones. [5] DDQ decomposes in water, but is stable in aqueous mineral acid. [6]
Benzoquinone (C 6 H 4 O 2) is a quinone with a single benzene ring. There are 2 (out of 3 hypothetical) benzoquinones: 1,4-Benzoquinone, most commonly, right image (also para-benzoquinone, p-benzoquinone, para-quinone, or just quinone) 1,2-Benzoquinone, less commonly, left image (also ortho-benzoquinone, o-benzoquinone, ortho-quinone)
Resonance structures of a semiquinone. Semiquinones (or ubisemiquinones, if their origin is ubiquinone) are free radicals resulting from the removal of one hydrogen atom with its electron during the process of dehydrogenation of a hydroquinone, such as hydroquinone itself or catechol, to a quinone or alternatively the addition of a single hydrogen atom with its electron to a quinone. [1]
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