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
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
Problem 3Q
Related questions
Question
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
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.
Expert Solution
This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
This is a popular solution!
Trending now
This is a popular solution!
Step by step
Solved in 4 steps with 2 images
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Recommended textbooks for you
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:
9781305577190
Author:
Kenneth L. Williamson, Katherine M. Masters
Publisher:
Brooks Cole
Chemistry & Chemical Reactivity
Chemistry
ISBN:
9781337399074
Author:
John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:
Cengage Learning
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:
9781305577190
Author:
Kenneth L. Williamson, Katherine M. Masters
Publisher:
Brooks Cole
Chemistry & Chemical Reactivity
Chemistry
ISBN:
9781337399074
Author:
John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:
Cengage Learning
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:
9781133949640
Author:
John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:
Cengage Learning