1.

neo-pentyl bromide undergoes nucleophilic substitution reactions very slowly. Justify.

Answer»

SOLUTION :(i) `CH_3 - underset(CH_3)underset(|)overset(CH_3)overset(|)C - CH_2Br` neo-pentyl bromide UNDERGOES nucleophilic substitution reactions
very slowly due to stéric hindrance of many alkyl groups. When bromide is attached to neo-pentyl carbon atom, the heterolytic cleavage of C-Br takes place very slowly and substitution is also a very SLOW REACTION.
(ii) Due to bulky neo-pentyl group, it becomes difficult for a nucleophile to attack from the back side of carbon having C-Br BOND.
(iii) Splitting of C-Br gives a primary carbocation which is very less stable.
So neo-pentyl bromide undergoes nucleophilic substitution reactions very slowly.


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