Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.50P
Related questions
Question
![Why is the following reaction sequence not an efficient approach to the desired product?
4-CEC-H
2)
1) NaNH2
3) NANH2
4) CH3BR
CEC-
Br
(NOT produced)
O NANH2 is used in the reduction of alkynes to trans alkenes
O Br is not a good enough leaving group
O The secondary alkyl halide could undergo an elimination reaction
O The terminal alkyne is not acidic enough to be deprotonated](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fa7cbf17b-fe5b-4db3-acab-198c54f00968%2F97ce800b-0f4d-4088-84c1-1a7b7bce460c%2Fngfw77f_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Why is the following reaction sequence not an efficient approach to the desired product?
4-CEC-H
2)
1) NaNH2
3) NANH2
4) CH3BR
CEC-
Br
(NOT produced)
O NANH2 is used in the reduction of alkynes to trans alkenes
O Br is not a good enough leaving group
O The secondary alkyl halide could undergo an elimination reaction
O The terminal alkyne is not acidic enough to be deprotonated
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