Question
How will you bring about the following conversion?
Propene to propyne.
Propene to propyne.
✓
Answer
Propene to propyne.
$\text{CH}_3-\text{CH}\equiv\text{CH}_2\xrightarrow{\text{Br}_2/\text{CCl}_4}\text{CH}_3-\text{CH}-\text{CH}_2\xrightarrow[\text{LiqNH}_3]{\text{NaNH}_2}\text{CH}_3-\text{C}\equiv\text{CH}\ \\ \ \ \text{Propene}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ | \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{Propyne} \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{Br}\ \ \ \ \ \text{Br}\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ 1,2-\text{Dibromoprppane}$
$\text{CH}_3-\text{CH}\equiv\text{CH}_2\xrightarrow{\text{Br}_2/\text{CCl}_4}\text{CH}_3-\text{CH}-\text{CH}_2\xrightarrow[\text{LiqNH}_3]{\text{NaNH}_2}\text{CH}_3-\text{C}\equiv\text{CH}\ \\ \ \ \text{Propene}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ | \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{Propyne} \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{Br}\ \ \ \ \ \text{Br}\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ 1,2-\text{Dibromoprppane}$
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