The correct order of rate of solvolysis for the following compound is I II III · ABC26OR0855

Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Exam: JAM 2005-2022 · Marks: 2 · Difficulty: Hard

The correct order of rate of solvolysis for the following compound is Question structure 1 of 3, ABC26OR0855 I Question structure 2 of 3, ABC26OR0855 II Question structure 3 of 3, ABC26OR0855 III
(a)$\mathrm{III} > \mathrm{II} > \mathrm{I}$
(b)$\mathrm{II} > \mathrm{I} > \mathrm{III}$
(c)III $>$ I $>$ II
(d)$\mathrm{II} > \mathrm{III} > \mathrm{I}$
Answer
Answer: D ✓ checked by 4AB · confidence high
Explanation
7-Bromocycloheptatriene ionises readily to the aromatic tropylium ion (II). Benzyl bromide (III) comes next. 5-Bromocyclopentadiene (I) would give the antiaromatic cyclopentadienyl cation. II > III > I (d).

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