
Concept explainers
Interpretation: The structures of A and B that should to be determined.
Concept introduction:The alcohols are best synthesized from retrosynthetic analysis with the aid of Grignard reagents.
The carbonyl bond is polar with partial positive charge on carbon and partial negative charge on oxygen as illustrated below.
Grignard reagents are
Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methylmagnsium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:
The polar carbonyl bond breaks and the polar Grignard reagent attack at electron deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.

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Chapter 8 Solutions
Organic Chemistry: Structure and Function
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningEBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT


