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Chemistry, 12.07.2019 23:20 potatochin21

After learning about substitution and elimination reactions, you decide you would like to do an independent study project evaluating the effectiveness of excess cyclopentylamine for substitution reactions. focused on understanding which is the kinetically and thermodynamically favorable reactions, you settle on the pure (s) enantiomer of 1-phenylpropan-2-ol as your starting materials because it gives you the best idea of the preferred mechanism based on the products obtained. to accomplish the transformation, you know you must first make the alcohol a better leaving group by converting it into the tosylate by treating it with p-toluenesulfonyl chloride and 2,6-dimethylpyridine as a base.
provide reaction schemes illustrating the two reactions above. in the substitution scheme in ethanol at 80 degrees c, include all potential products (ignoring solvolysis) with proper stereochemistry that could be obtained from the competing reactions. underneath each potential product, indicate the mechanism that would be responsible for its formation.

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