Question

Which of the following compound will follow $S_{N}2$ meachanism most easily?

• A. $(C_2{H}_5{)}_{2}CHCl$
• B. $(C{H}_3{)}_{3}CCl$
• C. $(C{H}_3{)}_{2}CHCl$
• D. $C{H}_{3}Cl$

Answer 1

The correct option is D $C{H}_{3}Cl$

$S_{N}2$ reaction is favoured by less sterically hindered groups on the carbon atom attached to halogen.

So, the order of reactivity is
$C{H}_{3}Cl>(C{H}_3{)}_{2}CHCl>(C{H}_3{)}_{3}CCl>(C_2{H}_5{)}_{2}CHCl$

$S_{N}2$ reaction is shown to maximum extent by primary halides. The only primary halides given is $C{H}_{3}Cl$, so the correct answer is option (d).