45aE

Question

How might you prepare each of the following molecules using a nucleophilic substitution reaction at some step?

(a)

Step-by-Step Solution

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Answer

$C H_{3} B r + N {a^{+}}^{-} C \equiv C H {(C H_{3})}_{2} \to C H_{3} C \equiv C H {(C H_{3})}_{2} + N a B r$

1S N 2 reaction

It is a nucleophilic substitution reaction in which an old bond breaks and a new bond is formed both processes occur simultaneously. Hence, it’s a single-step reaction.

2Formation of CH 3 C ≡ CH CH 3 2

Here, nucleophilic substitution occurs where NaBr is produced and desired product is formed. $C H_{3} B r + N a^{+} C^{-} \equiv C H {(C H_{3})}_{2} \to C H_{3} C \equiv C H {(C H_{3})}_{2} + N a B r$

44bE

45bE

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