Compound X is obtained by the reductive ozonolysis of cyclohexene. When X is heated with dilute aqueous NaOH , it undergoes an intramolecular reaction to form a major organic product Y. The total number of (sigma) bonds in a molecule of Y is ________.

Step-by-step solution

Reductive ozonolysis of cyclohexene ( O₃ , Zn/H₂O ) cleaves the double bond to yield hexanedial (X), which is OHC-CH₂-CH₂-CH₂-CH₂-CHO . When hexanedial is heated with dilute aqueous NaOH , it undergoes an intramolecular aldol condensation. The enolate ion formed at the -carbon (C2) attacks the carbonyl carbon (C6) of the other aldehyde group, leading to the formation of a stable five-membered ring. Subsequent dehydration (loss of H₂O ) yields cyclopent-1-ene-1-carbaldehyde as the major product (Y). The molecular fo