How will you bring about the following conversions?

Ethanol to but-1-yne

Since the conversion of ethanol to but-1-yne involves the addition the two extra carbons that is why the conversion is carried out in 3 steps.


1. In the first step ethanol is treated with thionyl chloride (SOCl2) in the presence of pyridine to give chloroethane.



2. In the second step the acetylene is treated with sodamide(NaNH2) in the presence of liquid ammonia to give sodium acetylide.



3. The last step involves the reaction between chloroethane and sodium acetylide to give the final product as the But-1-yne and NaCl as the by-product.



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