Abstract

Rate and product studies of the hydronium ion-catalyzed, hydroxide ion-catalyzed, and spontaneous reactions of styrene oxide and its p-CH 3 O-, p-CH 3 -, p-Cl-, and p-O 2 N-derivatives in water solutions have been carried out. A Hammett correlation of log κ for the acid-catalyzed reactions vs σ + gives a slope p + of -4.2 and only diol products are formed. An intermediate in the hydronium ion-catalyzed hydrolysis of p-methoxystyrene oxide is trapped, subsequent to its rate-limiting formation, by azide ion

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