If the temperature is not kept below 25C during the reaction of primary alcohols with ptoluenesulfonyl chloride

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If the temperature is not kept below 25°C during the reaction of primary alcohols with ptoluenesulfonyl chloride in pyridine, it is sometimes observed that the isolated product is not the desired alkyl p-toluenesulfonate but is instead the corresponding alkyl chloride. Suggest a mechanistic explanation for this observation.
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Organic Chemistry

ISBN: 978-0072905014

4th edition

Authors: Francis A. Carey

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