Question

In the below reaction product mixture contains ---- number of alcohols

1. O3 (excess)
2. Zn + H₂O
3. CH₃MgBr (excess)
4. NH₄Cl (workup) $\longrightarrow$ product mixture

consider only given canonical form (complete ozonolysis)

Answer 1

14

Answer 2

Complete ozonolysis cleaves all 7 C=C double bonds, generating 14 carbonyl groups. Each carbonyl group reacts with excess CH3MgBr to form an alcohol. Due to the asymmetry of the molecule, all 14 carbonyl groups are distinct, leading to 14 distinct alcohol products.