REACTION OF CYCLOPROPYLBENZENE AND CYCLOPROPYL PHENYL KETONE WITH SULFUR TRIOXIDE1–3

HRW Ansink, H Cerfontain

Index: Ansink, Harold R. W.; Cerfontain, Hans Phosphorus, Sulfur and Silicon and the Related Elements, 1995 , vol. 101, # 1-4 p. 295 - 302

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Citation Number: 2

Abstract

Abstract The sulfonation of cyclopropylbenzene (1a) and cyclopropyl phenyl ketone (5) with sulfur trioxide in both nitromethane and 1, 4-dioxane as solvent has been studied. Sulfonation of cyclopropylbenzene (1a) with up to 2.0 mol-equiv. of SO3 in dioxane leads to the initial formation of 3-phenyl-1, 3-propanesultone (2a) which product subsequently slowly isomerizes to 3-phenyl-2-propene-1-sulfonic acid (4a). Sulfonation of 1a with 4.0 mol- ...