a. Only one of the two diastereomers (formula C₁₂H₂₃OBr) will react with NaOH to form a product X with the formula C₁₂H₂₂O. Identify the reactive diastereomer by circling it and labeling it with the letter A. Draw the product X in its chair conformation.
b. The other diastereomer (B) reacts more slowly but eventually forms a product Y (C₁₂H₂₄O₂). Compound Y is not an alkene. Propose a structure for Y.
c. Explain why compounds A and B react differently and explain why the formation of X from A is much faster than the formation of Y from B.

Question

a. Only one of the two diastereomers (formula C₁₂H₂₃OBr) will react with NaOH to form a product X with the formula C₁₂H₂₂O. Identify the reactive diastereomer by circling it and labeling it with the letter A. Draw the product X in its chair conformation.

a. Only one of the two diastereomers (formula C<sub>12</sub>H<sub>23</sub>OBr) will react with NaOH to form a product X with the formula C<sub>12</sub>H<sub>22</sub>O. Identify the reactive diastereomer by circling it and labeling it with the letter A. Draw the product X in its chair conformation. b. The other diastereomer (B) reacts more slowly but eventually forms a product Y (C<sub>12</sub>H<sub>24</sub>O<sub>2</sub>). Compound Y is not an alkene. Propose a structure for Y. c. Explain why compounds A and B react differently and explain why the formation of X from A is much faster than the formation of Y from B.

b. The other diastereomer (B) reacts more slowly but eventually forms a product Y (C₁₂H₂₄O₂). Compound Y is not an alkene. Propose a structure for Y.
c. Explain why compounds A and B react differently and explain why the formation of X from A is much faster than the formation of Y from B.

Quizplus · Accepted Answer

The Answer of a. Only one of the two diastereomers (formula C₁₂H₂₃OBr) will react with NaOH to form a product X with the formula C₁₂H₂₂O. Identify the reactive diastereomer by circling it and labeling it with the letter A. Draw the product X in its chair conformation. b. The other diastereomer (B) reacts more slowly but eventually forms a product Y (C₁₂H₂₄O₂). Compound Y is not an alkene. Propose a structure for Y. c. Explain why compounds A and B react differently and explain why the formation of X from A is much faster than the formation of Y from B.

A Only One of the Two Diastereomers (Formula C12H23OBr) Will

A Only One of the Two Diastereomers (Formula C₁₂H₂₃OBr) Will