malo H3C H3C CH3 CH3 rrow-pushing Instru Br2, H3O+ H3C CH₂Br H3C CH3 Aldehydes and ketones can be halogenated at their a-position by reaction with Cl₂, Br₂, or I₂, under acidic conditions. Using Br₂ under acidic conditions, an intermediate enol is formed which adds bromine at the a-position. The reaction stops after the addition of one bromine because the electron-withdrawing halogen decreases the basicity of the carbonyl oxygen, making the protonation less favorable. Draw curved arrows to show the movement of electrons in this step of the mechanism.
malo H3C H3C CH3 CH3 rrow-pushing Instru Br2, H3O+ H3C CH₂Br H3C CH3 Aldehydes and ketones can be halogenated at their a-position by reaction with Cl₂, Br₂, or I₂, under acidic conditions. Using Br₂ under acidic conditions, an intermediate enol is formed which adds bromine at the a-position. The reaction stops after the addition of one bromine because the electron-withdrawing halogen decreases the basicity of the carbonyl oxygen, making the protonation less favorable. Draw curved arrows to show the movement of electrons in this step of the mechanism.
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter26: Aldol And Claisen Reactions
Section: Chapter Questions
Problem 26E
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