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1-pentyne reacts with dicylohexylborane, followed by oxidation, to produce pentanal. The organoborane formed in step 1 is oxidized by H2O2 in the presence of OH– in the next step of the reaction. Which of the following options correctly describe this process? Choose one or more: A. –BR2 acts as a leaving group in this step. B. OH– must attack from the face of the alkene opposite the –BR2 group. C. OH replaces –BR2 in this step. D. OH replaces H in this step. E. Configuration at the carbon-bearing B is retained in the reaction.

1-pentyne reacts with dicylohexylborane, followed by oxidation, to produce pentanal. The organoborane formed in step 1 is oxidized by H2O2 in the presence of OH– in the next step of the reaction. Which of the following options correctly describe this process? Choose one or more: A. –BR2 acts as a leaving group in this step. B. OH– must attack from the face of the alkene opposite the –BR2 group. C. OH replaces –BR2 in this step. D. OH replaces H in this step. E. Configuration at the carbon-bearing B is retained in the reaction.

Macroscale and Microscale Organic Experiments
Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter17: Nucleophilic Substitution Reactions Of Alkyl Halides
Section: Chapter Questions
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1-pentyne reacts with dicylohexylborane, followed by oxidation, to produce pentanal.

The organoborane formed in step 1 is oxidized by H2O2 in the presence of OH– in the next step of the reaction. Which of the following options correctly describe this process?

Choose one or more:

A. –BR2 acts as a leaving group in this step.

B. OH– must attack from the face of the alkene opposite the –BR2 group.

C. OH replaces –BR2 in this step.

D. OH replaces H in this step.

E. Configuration at the carbon-bearing B is retained in the reaction.

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