An alkyne with the molecular formula C4H6 was reduced with sodium (Na) in liquid ammonia (NH3). Ozonolysis of the resulting alkene afforded only one aldehyde product. What is the IUPAC name of the alkene that was formed by reduction of the starting alkyne? Type your answer here
Question
An alkyne with the molecular formula C4H6 was reduced with sodium (Na) in liquid ammonia (NH3). Ozonolysis of the resulting alkene afforded only one aldehyde product. What is the IUPAC name of the alkene that was formed by reduction of the starting alkyne? Type your answer here
Solution
The starting alkyne with the molecular formula C4H6 can be but-2-yne. When but-2-yne is reduced with sodium in liquid ammonia, the product is trans-but-2-ene. This is because the reduction of an alkyne with sodium in liquid ammonia (a dissolving metal reduction) gives a trans alkene.
The ozonolysis of trans-but-2-ene would yield only one aldehyde product, which is consistent with the information given in the question. Therefore, the IUPAC name of the alkene that was formed by the reduction of the starting alkyne is trans-but-2-ene.
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