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Reaction of the following tosylate ester with cyanide results in the formation o

ID: 774232 • Letter: R

Question

Reaction of the following tosylate ester with cyanide results in the formation of a nitrile via an SN2 mechanism. Determine the relative stereochemistry for the tosylate ester. Draw the structure, showing proper stereochemistry, of the nitrile (CN) product Determine the relative stereochemistry for the nitrile product Provide a detailed explanation as to the results from part (c) when compared to the answer in part (a) Nitrile (cyanide) groups are easily reduced using two equivalents of hydrogen gas and a suitable catalyst. Will the reduction of the cyanide group result in a product that has retained stereochemistry, inverted stereochemistry or exhibits no optical activity? Provide a detailed explanation for your answer.

Explanation / Answer

A) s confifuration

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