(a) Write the expected product of the reaction of 3-octyne with Na in liquid NH 3 ....

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(a) Write the expected product of the reaction of 3-octyne with Na in liquid NH3.

(b) When the same reaction is carried out with cyclooctyne (Problem 33b), the product is cis-cyclooctene, not trans-cyclooctene. Explain, mechanistically.

-C=CCH3, CH2C=CH, and

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Organic Chemistry structure and function

ISBN: 978-1429204941

6th edition

Authors: K. Peter C. Vollhardt, Neil E. Schore

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