Compound X has the formula C8H12. X reacts with two molar equivalents of hydrogen in the presence of a palladium catalyst to form cyclooctane. Treatment of X with ozone followed by zinc in aqueous acid gives two molar equivalents of the same dialdehyde. What is the structure of X

See explanation and image attached

Explanation:

If we look at the question closely, we will discover that two molar equivalents of hydrogen gas was used to obtain cyclooctane rom X. This implies that the compound X is an alkyne and it must be cyclooctyne since the hydrogen serves to reduce the triple bond and yield the corresponding alkane.

This is confirmed by the second statement which is ozonolysis of the X with zinc in aqueous acid which gave two molar equivalents of the same dialdehyde.

Image credit: Chem spider

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