a) Using your knowledge of organic reaction mechanisms, explain the formation of EACH product (A,B) in the following reaction. This will require you to write out MULTIPLE mechanisms (i.e. each product comes from a different reaction pathway). Hint: all reaction pathways start from the same intermediate: NaH is a strong base but cannot deprotonate an sp3 C-H bond! он он 1) NaH (0.5 equiv) Br 2) H20 A B b) Briefly explain why there is no epoxide (formed via an intramolecular substitution reaction) in the product mixture of the above reaction?

a) Using your knowledge of organic reaction mechanisms, explain the formation of EACH product (A,B) in the following reaction. This will require you to write out MULTIPLE mechanisms (i.e. each product comes from a different reaction pathway). Hint: all reaction pathways start from the same intermediate: NaH is a strong base but cannot deprotonate an sp3 C-H bond! он он 1) NaH (0.5 equiv) Br 2) H20 A B b) Briefly explain why there is no epoxide (formed via an intramolecular substitution reaction) in the product mixture of the above reaction?

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter20: Acidity And Pka Of Phenols

Section: Chapter Questions

Problem 11E

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