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Nitration chaperon effect

Examples of the so-called chaperon effect involving interaction between the electrophile and an appropriate substituent at the a-position in an alkyl chain prior to ring substitution at the ortAo-position have been explored in nitrations involving dilute solutions of nitric acid in dichloromethane. Aldehydic or ketonic carbonyl groups are most effective, but carboxyl, alkoxycarboxyl, and amide groups also work well. l-Phenylpropan-2-one, for example, forms 85% of l-(2-nitrophenyl)propan-2-one (5). [Pg.289]


See also in sourсe #XX -- [ Pg.289 ]

See also in sourсe #XX -- [ Pg.289 ]

See also in sourсe #XX -- [ Pg.98 , Pg.289 ]




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