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Answer: 1. Acetone

Key idea: only the cis-1,2-diol has both -OH groups on the same side of the ring, so it can form a cyclic five-membered ketal with acetone (acid catalysed). The trans-diol cannot, because the two OH groups are too far apart for a fused five-membered ring.

Ozone, \(\mathrm{MnO_2}\) and aluminium isopropoxide do not distinguish the two isomers in this way.

Doubtly AI · 30 Oct 2026 AI-generated · not yet verified Report
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