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An alkyne with the molecular formula C6H10 was reduced with H2 and Lindlar's catalyst. 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?

Question

An alkyne with the molecular formula C6H10 was reduced with H2 and Lindlar's catalyst. 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?

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Solution

The starting alkyne has the molecular formula C6H10. When reduced with H2 and Lindlar's catalyst, it forms an alkene. The fact that ozonolysis of the resulting alkene only gave one aldehyde product indicates that the alkene must have been symmetrical.

The only symmetrical alkene that can be formed from a C6H10 alkyne is 3-hexene.

Therefore, the IUPAC name of the alkene that was formed by reduction of the starting alkyne is 3-hexene.

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