question_answer

3-pentanol upon reaction with \[PB{{r}_{3}}\]gives 2 and 3-bromopentane. Such rearrangement can be avoided by:

A)  using excess of \[PB{{r}_{3}}\]

B)  choosing low temperature form reaction

C)  converting alcohol into sulphuric or sulphonic add

D)  converting alcohol into carboxylate esters.

Correct Answer: C

Solution :

Therefore it gives 2 and 3-bromopentane but when alcohol is converted into sulphonic acid and then bromination takes place a single compound is formed.