P. Mare, Hitomi Suzuki
1968
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Journal
Journal of The Chemical Society C: Organic
Abstract
Structures for the chlorination products of 1-naphthol and some of its derivatives have been clarified by the use of ultraviolet spectroscopy, by which 1-oxo-1,4-dihydronaphthalenes can be distinguished from 1-oxo-1,2-dihydronaphthalenes. The following compounds have been characterised: 2,4,4-trichloro-1-oxo-1,4-dihydro-, 2,2,4-trichloro-1-oxo-1,2-dihydro-, 2,2,3,4-tetrachloro-1-oxo-1,2-dihydro-, 2,3,4,4-tetrachloro-1-oxo-1,4-dihydro-, 2,3,4-trichloro-2-methyl-1-oxo-1,2-dihydro-, and 2,3,4-trichloro-4-methyl-1-oxo-1,4-dihydro-naphthalene. Many of the reactions described can formally be regarded as involving electrophilic substitution with rearrangement (the SE2′ reaction).