Question

In each reaction predict the major organic product(s). Where necessary shown appropriate sterochemistry and regiochemistry. DO...

In each reaction predict the major organic product(s). Where necessary shown appropriate sterochemistry and regiochemistry. DO NOT DRAW THE MECHANISM!

http://tinypic.com/r/jzcwsn/8

Homework Answers

Answer #1

The major products are as shown below.

a. The first step is the nucleophilic substitution reaction in which bromide is replaced with azide to obtain 1-azidobutane.
In the next step, the azide group is reduced to amino group to obtain butan-1-amine.
In the last step, amine reacts with acetone via condensation reaction.

b. In the first step, the -OH group is replaced with Br atom to form (S)-1-bromo-2-methylbutane.
In the next step, grignard reagent is formed.
This is followed by nucleophilic attack on ethylene oxide followed by acid hydrolysis to form (S)-4-methylhexan-1-ol.

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