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quinone methide : ウィキペディア英語版 | quinone methide Quinone methides are a class of conjugated organic compounds that contain a cyclohexadiene with a carbonyl and an exocyclic methylene group (a double bonded carbon). The carbonyl and methylene are usually oriented either ortho or para to each other (there are some examples of transient synthetic meta quinone methides). The two simplest examples of this class of compounds are pictured below. ==Properties== Quinone methides are structurally related to quinones with one of the carbonyl oxygens replaced by a methylene group. This structural change makes the molecule much more polarized and thus more reactive. Simple quinone methides are short lived intermediates that are not stable enough to be isolated under normal circumstances but quickly react with nucleophiles and other reactants. Some quinone methides have structural (e.g. steric hindrance) or electronic characteristics that stabilize them enough to be isolated.
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