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Higher Alkynes from Alkynes

1,2-Dibromoet...

Question

1,2-Dibromoethane on treatment with X moles of $N a N H_{2}$ followed by treatment with $C_{2} H_{5} B r$ gives a butyne. The value of X is:

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Solution

Only 3 moles of $N a N H_{2}$ will be required.
Reaction will proceed as follows:
$H_{2} B r | C - B r | C H_{2} 2 N a N H_{2} - ---- \to H C \equiv C H N a N H_{2} - ---- \to H C \equiv C^{-} N a^{+}$

$H C \equiv C^{-} N a^{+} C_{2} H_{5} B r - ---- \to H C \equiv C - C H_{2} - C H_{3} Butyne$

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