Abstract
The rates of chlorination of 4-acetamidophenyl benzoate, 1,3-bisbenzoyloxybenzene, and appropriate reference compounds by molecular chlorine in acetic acid at 25 °C have been determined. By using the additivity principle, partial rate factors for chlorination directed by the benzoyloxy-group have thence been calculated, viz. fv-O·CO·Ph 5.5, fm-OCO·Ph 0.059, fp-O·CO·Ph 52. Comparison with analogous results obtained for the acetoxy-group allow estimates to be made of σ+ values for the benzoyloxy-substituent. These values are used to discuss the course of halogenation of 2-benzoyloxynaphthalene.
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Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 2
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