In the given pair of compounds,in which pair | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(D) The reactivity of alkyl halides toward $S_N2$ reaction is primarily governed by steric hindrance. The $S_N2$ mechanism involves the nucleophilic a

Vedclass · Accepted Answer

$2-$Chloro$-3,3-$dimethylbutane or $1-$chloro$-3,3-$dimethylbutane

Vedclass · Answer

(D) The reactivity of alkyl halides toward $S_N2$ reaction is primarily governed by steric hindrance. The $S_N2$ mechanism involves the nucleophilic attack from the backside of the carbon atom bonded to the leaving group. As the steric hindrance around the electrophilic carbon increases,the rate of $S_N2$ reaction decreases. In option $D$,we compare $2$-chloro-$3,3$-dimethylbutane and $1$-chloro-$3,3$-dimethylbutane. In $2$-chloro-$3,3$-dimethylbutane,the chlorine atom is attached to a secondary carbon,and there is significant branching at the $\beta$-position. In $1$-chloro-$3,3$-dimethylbutane,the chlorine atom is attached to a primary carbon,and the branching is at the $\gamma$-position. Since the steric hindrance at the $\alpha$-carbon is much lower in the primary halide ($1$-chloro-$3,3$-dimethylbutane) compared to the secondary halide ($2$-chloro-$3,3$-dimethylbutane),the second compound is more reactive toward $S_N2$ reaction.

In the given pair of compounds,in which pair is the second compound more reactive than the first toward $S_N2$ reaction?

Similar Questions

Which among the following is a feature of $S_N1$ mechanism?

Write the mechanism of the following reaction:
$n-BuBr + KCN \xrightarrow{EtOH/H_2O} n-BuCN$

The final product obtained by distilling ethyl alcohol with an excess of chlorine and $Ca(OH)_2$ is:

Which compound has the highest reactivity towards $S_{N}1$ reaction?

Which of the following compounds reacts with $KCN$ to form a cyanide?

Vedclass Test Series

Exam Paper Generator

Online Exam Module