Abstract
The mercuration of benzyl alcohol with mercuric acetate, followed by treatment with sodium chloride, yielded o-chloromercuribenzyl alcohol (61%), p-chloromercuribenzyl alcohol (15%), and polychloromercuri compound (24%) The position of the mercury atom in the mercurials was verified by their successive treatment with potassium permanganate and iodine, and deriving them to iodobenzoic acids. One of the polymercurated products turned out to have been 2, 5-dichloromercuribenzyl alcohol. On treatment with iodine, o- and p-chloromercuribenzyl alcohol gave corresponding iodobenzyl alcohols in high yields. This affords a new and convenient method for the preparation of o-halogenated benzyl alcohols.
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