The relative rates of solvolysis of iodides A-C are · ABC26OR0005
Subject: Organic Chemistry · Chapter: General Organic Chemistry · Topic: Carbocation Stability · Exam: CSIR NET JUNE 2011 · Marks: 2 · Difficulty: Medium
The relative rates of solvolysis of iodides A-C are
(a)C $>$ A $>$ B
(b)$\mathrm{C}>\mathrm{B}>\mathrm{A}$
(c)B $>$ C $>$ A
(d)B $>$ A $>$ C
Answer
Answer: A ✓ checked by 4AB · confidence medium
Explanation
The vinylic iodide B cannot ionise to a stabilised cation and is slowest. In the oxacyclooctyl iodide C the ring oxygen gives transannular (neighbouring-group) assistance, so C reacts faster than cyclooctyl iodide A: C > A > B (a).