Choose the halogen which is most reactive towards SN1 reaction in the given compounds (A, B, C & D)
- A-Br(a) ; B-I(a) ; C-Br(b) ; D-Br(a)
- A-Br(a) ; B-I(a) ; C-Br(a) ; D-Br(a)
- A-Br(b) ; B-I(a) ; C-Br(a) ; D-Br(a)
- A-Br(b) ; B-I(b) ; C-Br(b) ; D-Br(b)
The Correct Option is A
Solution and Explanation
The reactivity of halides towards the S$_N$1 mechanism depends on the stability of the carbocation intermediate formed during the reaction:
Compound A forms a benzyl carbocation, which is highly stable due to resonance.
Compound B forms a primary carbocation, which is less stable but reacts due to iodine's leaving group strength.
Compound C forms a tertiary carbocation, which is very stable and reactive.
Compound D forms a primary carbocation, less stable but reacts due to bromine's moderate leaving group strength.
Thus, the halogens are ordered as per the leaving group stability in S$_N$1.
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