HalogenationO 0235 DOI: 10.1002/chin.201443039

Sulfite Formation versus Chlorination of Benzyl Alcohols with Thionyl Chloride. — Attempted synthesis of bis(p-methoxybenzyl)sulfite from the corresponding benzylalcohol and thionyl chloride reveals that the literature procedure contrary to other p-substituted benzylalcohols gives the benzyl chloride instead of the expected sulfite. The influence of the p-substituent on the chloride versus the sulfite formation is investigated and related to Swain and Lupton's parameters. — (RODRIGUEZ, D. A.; PRIEFER*, R.; Tetrahedron Lett. 55 (2014) 19, 3045-3048, http://dx.doi.org/10.1016/j.tetlet.2014.03.116 ; Coll. Pharm., Western New Engl. Univ., Springfield, MA 01119, USA; Eng.) — Mais

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