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(a) Show how you would synthesize the pure (R) enantiomer of 2-butyl methyl sulfide

Chapter 14, Problem 14-37

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QUESTION:

(a) Show how you would synthesize the pure (R) enantiomer of 2-butyl methyl sulfide, starting with pure (R)-butan-2-ol and any reagents you need. (b) Show how you would synthesize the pure (S) enantiomer of the product, still starting with (R)-butan-2-ol and any reagents you need.

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QUESTION:

(a) Show how you would synthesize the pure (R) enantiomer of 2-butyl methyl sulfide, starting with pure (R)-butan-2-ol and any reagents you need. (b) Show how you would synthesize the pure (S) enantiomer of the product, still starting with (R)-butan-2-ol and any reagents you need.

ANSWER:

Step 1 of 2

(a)

The conversion of (R)-pentan-2-ol into (R)-methyl(pentan-2-yl)sulfane is shown below:

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