An alkyne X with the molecular formula C₅H₈ does not yield a white precipitate when treated with ammoniacal AgNO₃ solution. X is reduced with Na in liquid NH₃ to give an alkene Y . Y is then subjected to reductive ozonolysis ( O₃ followed by Zn/H₂O ) to yield a mixture of two carbonyl compounds. The sum of the number of -hydrogens in these two carbonyl compounds is:

Step-by-step solution

The molecular formula of X is C₅H₈ , which corresponds to an alkyne. Since it does not give a white precipitate with ammoniacal AgNO₃ (Tollens' reagent), it is an internal alkyne, not a terminal one. The only internal alkyne with the formula C₅H₈ is pent-2-yne ( CH₃-C C-CH₂-CH₃ ). Reduction of pent-2-yne with Na in liquid NH₃ (Birch reduction) yields trans-pent-2-ene ( Y ). Reductive ozonolysis of pent-2-ene cleaves the double bond to form ethanal ( CH₃CHO ) and propanal ( CH₃CH₂CHO ). In ethanal ( CH₃CHO ), there