Which of the following statements are correct about the reactivities of (I) n -propyl chloride and (II) allyl chloride.

Rate of $S N^{1}$ reaction of (I) > (II)

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Rate of $S N^{1}$ reaction of (II) > (I)

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Rate of $S N^{2}$ reaction of (I) > (II)

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Rate of $S N^{2}$ reaction of (II) > (I)

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Solution

The correct options are
A
Rate of $S N^{1}$ reaction of (I) > (II)

B
Rate of $S N^{1}$ reaction of (II) > (I)

Allyl chloride is much more reactive than n-PrCl, although it is $1^{\circ}$ RX, due to resonance stabilisation.
$[H_{2} C = C H - C H_{2}^{\oplus} \leftrightarrow H_{2} C^{\oplus} - C H = C H_{2}]$
(Stabilised by extended $π$ -bonding)
Allyl chloride is reactive by both $S N^{1}$ and $S N^{2}$ mechanisms, but more reactive by $S N^{1}$ mechanism.

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Similar questions

Which of the following halides will be most reactive in $S N^{2}$ reaction and $S N^{1}$ reaction, respectively?

(I)

n

(I I)

S_{N} 1

S_{N} 2

Consider the reactions

(i) $(C H_{3})_{2} C H - C H_{2} B r C_{2} H_{5} O H - ---- \to (C H_{3})_{2} C H - C H_{2} O C_{2} H_{5} + H B r$

(ii) $(C H_{3})_{2} C H - C H_{2} B r C_{2} H_{S} O^{-} - ---- \to (C H_{3})_{2} C H C H_{2} O C_{2} H_{5} + B r^{-}$

The mechanism of reactions (i) & (ii) are respectively

S_{N} 1

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