Question
Draw the structure of a hydrocarbon that absorbs 2 molar equivalents of $\mathrm{H}_{2}$ on catalytic hydrogenation and gives only butanedial on ozonolysis.
Step 1
Step 1: The hydrocarbon must yield only butanedial (OHC–CH2–CH2–CHO) on ozonolysis, so the original molecule must be a cycloalkene whose double bonds are positioned so that oxidative cleavage gives two molecules of the same dialdehyde fragment length: this Show more…
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