Problems and exercisesProtection of carboxyl groups
Exercise 1
Why is the tert-butyl ester cleaved by trifluoroacetic acid at room temperature but not the methyl ester? And why is the methyl ester hydrolysed by LiOH whereas the tert-butyl ester hardly is?
Exercise 2
Propose the synthesis of 4-(1-hydroxy-1-methylethyl)benzoic acid from 4-bromobenzoic acid.