Abstract
Chlorination of 4-chloro-2-methyl-6-nitrophenol (4) with chlorine in acetic acid containing concentrated hydrochloric acid gives the epimeric acyclic carboxylic acids (6) and (7). The structure of compound (6) was determined by X-ray crystal structure analysis. No such acyclic compounds are formed in similar chlorinations of 2,4-dichloro-6-nitrophenol (13a) or 2,4-dichloro-6-methylphenol (13b). The mode of formation of compounds (6) and (7) is discussed.
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