3-pentanol upon reaction with PBr3 gives 2 and 3-bromopentane. Such rearrangement can be avoided by:

Question

3-pentanol upon reaction with PBr3 gives 2 and 3-bromopentane. Such rearrangement can be avoided by: (A) using excess of PBr3  (B) choosing low temperature for reaction (C) converting alcohol into sulphuric or sulphonic acid (D) converting alcohol into carboxylate esters

Tardigrade Admin · Accepted Answer

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

In this reaction during the formation of sulphonate CO bond does not break. Hence, sulphonate group is converted into bromide group without rearrangement.

Q. $3$ -pentanol upon reaction with $PB r_{3}$ gives $2$ and $3$ -bromopentane. Such rearrangement can be avoided by:

using excess of $PB r_{3}$

choosing low temperature for reaction

converting alcohol into sulphuric or sulphonic acid

converting alcohol into carboxylate esters

Q. 3-pentanol upon reaction with PBr3​ gives 2 and 3-bromopentane. Such rearrangement can be avoided by:

using excess of PBr3​

choosing low temperature for reaction

converting alcohol into sulphuric or sulphonic acid

converting alcohol into carboxylate esters

Q. $3$ -pentanol upon reaction with $PB r_{3}$ gives $2$ and $3$ -bromopentane. Such rearrangement can be avoided by:

using excess of $PB r_{3}$