5. a. Draw the major product of the following reaction. NaCN Br b. Determine the absolute configuration of each chiral center in the starting material and the product. c. What was the stereochemical outcome at the reaction site? (retention or inversion) Explain.

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5. a. Draw the major product of the following reaction.
NaCN
Br
b. Determine the absolute configuration of each chiral center in the starting material and the product.
c. What was the stereochemical outcome at the reaction site? (retention or inversion) Explain.
d. The same alkyl halide as in #5a was reacted with excess CH;OH. Three products were obtained, A, B
and C. Products A and B are diastereomers and product C is a constitutional isomer of A and B. Draw the
three products A, B and C, clearly showing stereochemistry.
e. Draw the mechanism using curved arrows to show how the three products in #5d were formed.
Transcribed Image Text:5. a. Draw the major product of the following reaction. NaCN Br b. Determine the absolute configuration of each chiral center in the starting material and the product. c. What was the stereochemical outcome at the reaction site? (retention or inversion) Explain. d. The same alkyl halide as in #5a was reacted with excess CH;OH. Three products were obtained, A, B and C. Products A and B are diastereomers and product C is a constitutional isomer of A and B. Draw the three products A, B and C, clearly showing stereochemistry. e. Draw the mechanism using curved arrows to show how the three products in #5d were formed.
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