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Problem- Part 1) Compounds Y and Z both have the formula C9H18. Both Y and Z react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methyloctane. The heat of hydrogenation of Y is less than that of Z. Y and Z each undergo hydroboration/oxidation to give a primary alcohol (OH attached to a primary carbon). What is the structure of Y?

Part 2) 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

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