Explain why graduate student Choke Fumely, in attempting to synthesize

Chapter 14, Problem 14.19

(choose chapter or problem)

Explain why graduate student Choke Fumely, in attempting to synthesize 4,4-dimethyl-2-pentyne using the reaction of .. Na+ H3C C C with tert-butyl bromide, obtained none of the desired product. What product did he obtain?

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