In 80% aqueous dioxane o-thiolcarbophenoxybenzyl bromide hydrolyzes significantly faster than does its para isomer (8.11 times at 65'). In acetic acid at 85'the ortho/para solvolysis rate constant ratio is exceptionally high (534) when compared with that for the o-and p- methoxybenzyl bromides (0.0017 at SO0), a system in which ortho substituent participation does not occur. The high reactivity of o-thiolcarbophenoxybenzyl bromide is attributed to ...
