Question

Under identical conditions, the $S_{N}1$ reaction will occur most efficiently with:

• A. tert-butyl chloride
• B. 1-chlorobutane
• C. 2-methyl-1-chloropropane
• D. 2-chlorobutane

Answer 1

The correct option is A tert-butyl chloride

$S_{N}1$ reaction is most effective in $3^{\circ }$ carbon.

The order goes as $Tert>secondary>primary>methyl$

$\underset{tert-butylchloride\left(3^{\circ }\right)}{(C{H}_3{)}_3-C-Cl}$

$\underset{1-chlorobutane\left(1^{\circ }\right)}{C{H}_{3}C{H}_{2}C{H}_{2}C{H}_{2}Cl}$

$\underset{2-methyl-1-chloropropane\left(1^{\circ }\right)}{Cl-C{H}_2-CH\left(C{H}_3\right)-C{H}_3}$

$\underset{2-chlorobutane\left(2^{\circ }\right)}{C{H}_{3}C{H}_{2}CH\left(Cl\right)C{H}_3}$