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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]
Bn group is widely used in sugar and nucleoside chemistry. Trityl (triphenylmethyl, Tr) — Removed by acid [20] [21] [22] and hydrogenolysis; p-Methoxybenzyl ether (PMB) — Removed by acid, hydrogenolysis, or oxidation – commonly with DDQ. [23] p,m‑Dimethoxybenzyl ether — Removed via oxidation with DDQ or ceric ammonium chloride [24 ...
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) is often the reagent of choice. DDQ and an acid catalyst has been used to synthesise a steroid with a phenanthrene core by oxidation accompanied by a double methyl migration. [9] In the process, DDQ is itself reduced into an aromatic hydroquinone product.
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.
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.
The Saegusa–Ito oxidation is a chemical reaction used in organic chemistry. It was discovered in 1978 by Takeo Saegusa and Yoshihiko Ito as a method to introduce α-β unsaturation in carbonyl compounds . [ 1 ]
Chloranil is produced by chlorination of phenol to give hexachlorocyclohexa-2,5-dien-1-one ("hexachlorophenol"). Hydrolysis of the dichloromethylene group in this dienone gives chloranil: [3]
Organic redox reactions: the Birch reduction. Organic reductions or organic oxidations or organic redox reactions are redox reactions that take place with organic compounds.In organic chemistry oxidations and reductions are different from ordinary redox reactions, because many reactions carry the name but do not actually involve electron transfer. [1]