Abstract

The partial rate factors for the sulfonation of neopentylbenzene in 89·9% H 2SO 4 at 25·0° were determined to be f p = 82 ± 12, f m = 5·7 ± 1·4 and f o = 1·2 ± 0·6. The low f o / f p ratio is ascribed to steric hindrance for ortho-substitution. Evidence for the non-bonded interaction of a neopentyl and sulfo substituent in ortho-position was also obtained from a dynamic NMR study of 1,3,5-trineopentyl-2-benzenesulfonyl chloride.

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