The hydrolysis and aminolysis of substituted phenyl toluene-α-sulphonates possess a stepwise elimination–addition mechanism (E1cB) involving a sulphene intermediate; the E1cB pathway for the hydrolysis of 5-nitro-2-hydroxytoluene-α-sulphonic acid sultone is sterically suppressed.
A. Williams, K. T. Douglas and J. S. Loran, J. Chem. Soc., Chem. Commun., 1974, 689 DOI: 10.1039/C39740000689
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