7. Treatment of the alkyl bromide below with methanol at 80 °C led to the formation of products 1 and 2. Diastereomers of 1 and 2 were also observed. Ph Ph Ph Br HOME, 80 °c OMe 2 A In the figure above, add the implicit hydrogen to the starting material that is lost to form product 1 and circle the two stereogenic carbons in the starting material. B. Draw the diastereomer of 1 (1b) that is also observed in the product mixture. Hint: 1 is formed via an E1 elimination reaction. C. Draw the diastereomer of 2 (2b) that is also observed in the product mixture. Hint: 2 is formed via an S1 substitution reaction.

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7. Treatment of the alkyl bromide below with methanol at 80 °C led to the formation of
products 1 and 2. Diastereomers of 1 and 2 were also observed.
Ph
Ph
Ph
Br
нОМе, 80 °C
OMe
2
A. In the figure above, add the implicit hydrogen to the starting material that is lost
to form product 1 and circle the two stereogenic carbons in the starting material.
B. Draw the diastereomer of 1 (1b) that is also observed in the product mixture.
Hint: 1 is formed via an E1 elimination reaction.
C. Draw the diastereomer of 2 (2b) that is also observed in the product mixture.
Hint: 2 is formed via an SN1 substitution reaction.
D. Would you predict the yields of 1 and 1b to be equal or unequal? What about the
yields of 2 and 2b? Justify your prediction in each case.
Transcribed Image Text:7. Treatment of the alkyl bromide below with methanol at 80 °C led to the formation of products 1 and 2. Diastereomers of 1 and 2 were also observed. Ph Ph Ph Br нОМе, 80 °C OMe 2 A. In the figure above, add the implicit hydrogen to the starting material that is lost to form product 1 and circle the two stereogenic carbons in the starting material. B. Draw the diastereomer of 1 (1b) that is also observed in the product mixture. Hint: 1 is formed via an E1 elimination reaction. C. Draw the diastereomer of 2 (2b) that is also observed in the product mixture. Hint: 2 is formed via an SN1 substitution reaction. D. Would you predict the yields of 1 and 1b to be equal or unequal? What about the yields of 2 and 2b? Justify your prediction in each case.
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