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2,3-dichloro-5,6-dicyano-1,4-benzoquinone : ウィキペディア英語版
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

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2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (or DDQ) is the chemical reagent with formula C6Cl2(CN)2O2. This oxidant is useful for the dehydrogenation of alcohols, phenols, and steroid ketones in organic chemistry. DDQ decomposes in water, but is stable in aqueous mineral acid.〔Derek R. Buckle, Steven J. Collier, Mark D. McLaws
"2,3-Dichloro-5,6-dicyano-1,4-benzoquinone" in E-EROS ENCYCLOPEDIA OF REAGENTS FOR ORGANIC SYNTHESIS, 2005. 〕
==Preparation==
Synthesis of DDQ involves cyanation of chloranil. Thiele and Günther first reported a 6-step preparation in 1906. The substance did not receive interest until its potential as a dehydrogenation agent was discovered. A single-step chlorination from 2,3-dicyanohydroquinone was reported in 1965.

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