When synthesize Vanillin from 4-hydroxybenzaldehyde, the first step is bromination. a. Explain why bromine is added at the ortho position relative to the hydroxy (-OH) group, by proposing a plausible mechanism. b. Draw all important resonance contributors involved in the reaction mechanism. c. When excess of bromine is used, a di-bromo derivative (containing 2 Br groups) is formed. Draw the structure of this product.

When synthesize Vanillin from 4-hydroxybenzaldehyde, the first step is bromination. a. Explain why bromine is added at the ortho position relative to the hydroxy (-OH) group, by proposing a plausible mechanism. b. Draw all important resonance contributors involved in the reaction mechanism. c. When excess of bromine is used, a di-bromo derivative (containing 2 Br groups) is formed. Draw the structure of this product.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter8: Addition Via Carbocation

Section: Chapter Questions

Problem 3E: Explain why ethene does not react with HX ( X=Cl , Br or I) under normal conditions.

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