a) Draw the initial ENOL products for the two reactions below: Reaction 1: Reaction 2: CH3(CH₂)5C CH CH3(CH₂)5C CH HgSO4 H₂SO4(aq) 1) Sia₂BH 2) NaOH(aq), H₂O₂ ENOL 1 ENOL 2 b) Give a detailed mechanism illustrating how ENOL 1 rearranges to give the major product of Reaction 1. c) Give a detailed mechanism illustrating how ENOL 2 rearranges to give the major product of Reaction 2.

a) Draw the initial ENOL products for the two reactions below: Reaction 1: Reaction 2: CH3(CH₂)5C CH CH3(CH₂)5C CH HgSO4 H₂SO4(aq) 1) Sia₂BH 2) NaOH(aq), H₂O₂ ENOL 1 ENOL 2 b) Give a detailed mechanism illustrating how ENOL 1 rearranges to give the major product of Reaction 1. c) Give a detailed mechanism illustrating how ENOL 2 rearranges to give the major product of Reaction 2.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 47AP

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