MCQ
Under identical conditions, the $\mathrm{S}_{\mathrm{N} _1}$ reaction will occur most efficiently with:
- ✓tert$-$butyl chloride
- B$1-$chlorobutane
- C$2-$methyl$-1-$chloropropane
- D$2-$chlorobutane
✓
Answer
Correct option: A.
tert$-$butyl chloride
$\mathrm{S}_{\mathrm{N}} 1$ reaction is most effective in $3^\circ $ carbon.The order goes as
Tert $>$ secondary $>$ primary $>$ methyl
$\left(\mathrm{CH}_3\right)_3-\mathrm{C}-\mathrm{Cl}$ tert$-$butyl chloride $\left(3^{\circ}\right)$
$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{Cl}_1-$chlorobutane $\left(1^{\circ}\right)$
$\mathrm{Cl}-\mathrm{CH}_2-\mathrm{CH}\left(\mathrm{CH}_3\right)-\mathrm{CH}_3$
$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}(\mathrm{Cl}) \mathrm{CH}_3\ 2-$chlorobutane$( \left.2^{\circ}\right)$
Tert $>$ secondary $>$ primary $>$ methyl
$\left(\mathrm{CH}_3\right)_3-\mathrm{C}-\mathrm{Cl}$ tert$-$butyl chloride $\left(3^{\circ}\right)$
$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{Cl}_1-$chlorobutane $\left(1^{\circ}\right)$
$\mathrm{Cl}-\mathrm{CH}_2-\mathrm{CH}\left(\mathrm{CH}_3\right)-\mathrm{CH}_3$
$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}(\mathrm{Cl}) \mathrm{CH}_3\ 2-$chlorobutane$( \left.2^{\circ}\right)$
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