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Assume that you need to prepare 4-methyl-2-pentyne and discover that the only alkynes on hand are acetylene and discover that the only alkynes on hand are acetylene and propyne You also have available methyl iodide, isopropyl bromide, and 1,1-dichloro-3-methylbutane Which of these compounds would you choose in order to perform your synthesis, and how would you carry it out?

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Solution

For the synthesis, we chose propyne, isopropyl bromide and soda amide.
Sodamide abstracts acidic proton from prop-1-yne .
This is followed by nucleophilic substitution of 2-bromo propane to obtain 4-methylpent-2-yne.
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