The rate of solvolysis of I–IV follows (I) (II) (III) (IV) · ABC26OR0856

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

The rate of solvolysis of I–IV follows Question structure 1 of 4, ABC26OR0856 (I) Question structure 2 of 4, ABC26OR0856 (II) Question structure 3 of 4, ABC26OR0856 (III) Question structure 4 of 4, ABC26OR0856 (IV)
(a)$\mathrm{I} > \mathrm{II} > \mathrm{III} > \mathrm{IV}$
(b)$\mathrm{III} > \mathrm{I} > \mathrm{II} > \mathrm{IV}$
(c)$\mathrm{III} > \mathrm{II} > \mathrm{I} > \mathrm{IV}$
(d)$\mathrm{IV} > \mathrm{I} > \mathrm{II} > \mathrm{III}$
Answer
Answer: C ✓ checked by 4AB · confidence medium
Explanation
The chapter key gives III > II > I > IV (c). The cyclopropenyl bromide III gives the aromatic cyclopropenyl cation, II is allylic tertiary, I is a bridgehead norbornenyl cation, and IV would give the antiaromatic cyclopentadienyl cation.

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