Organic Chemistry (8th Edition)

Published by Pearson
ISBN 10: 0321768418
ISBN 13: 978-0-32176-841-4

Chapter 9 - Alkynes - Problems - Page 399: Problem 9-5 a

Answer

The products are $H-C≡C-Na^+$ and $:NH_2$

Work Step by Step

As there is an acetylenic proton there will be a reaction. One of the hydrogen gets reduced by sodium metal to give Na salt of the amide ion, a very strong conjugate base. And the amide ion is the conjugate base of ammonia so it is very strong. As a result, the reaction forms $H-C≡C-Na^+$ and $:NH_2$
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