Q5 · CSIR-NET Chemistry, June 2018
Paper: CSIR-NET June 2018 · Subject: Organic Chemistry · Chapter: General Organic Chemistry · Topic: Carbocation Stability · Marks: 2 · Difficulty: Hard
The correct order of rate of solvolysis in 80% ethanol at 25 °C is 
A B C
A B C(a)B $>$ C $>$ A
(b)A $>$ B $>$ C
(c)$\mathrm{C}>\mathrm{B}>\mathrm{A}$
(d)C $>$ A $>$ B
Answer
Answer: D ✓ checked by 4AB · confidence high
Explanation
Bridgehead cations become easier to form as the cage can flatten. 1-Adamantyl (C) is fastest, then 1-bicyclo[2.2.2]octyl (A), and 1-norbornyl (B) is slowest (~10⁻¹³ relative). C > A > B (d).
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