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JEE Main Chemistry question

ChemistryOrganic Chemistry - Some Basic Principles and TechniquesJEE Main

The rate of the reaction R–C₆H₄–CH₂Br + pyridine → [R–C₆H₄–CH₂–pyridinium]⁺Br⁻ is influenced by the hyperconjugative effect of R. If R sequentially is I. CH₃–, II. CH₃CH₂–, III. (CH₃)₂CH–, IV. (CH₃)₃C–, the increasing order of speed of the reaction is

Answer: (A)

Solution

Hyperconjugative electron donation from R into the ring depends on the number of C–H bonds on the ring-attached carbon of R: CH₃ offers 3 such bonds, CH₂CH₃ offers 2, CH(CH₃)₂ offers 1, and C(CH₃)₃ offers none. More

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Question ID VK-139050