Acylation. Part XX. The comparative acylation of phenols and thiols
Abstract
At 40°(undissociated) 2-naphthol and p-nitrophenol are, respectively, 1·8 and 1·1 times more reactive towards acetyl chloride in acetic acid than are their thiol analogues. This result supports our predictions about the acylation of thiols. The thiols appear more easily acylated than would be predicted from their thermodynamic acidities.