compound a of molecular formula c8h14 is reduced by sodium in liquid ammonia to give compound b of molecular formula c8h16. product (y). both a and b undergo hydrogenation in the presence of a platinum catalyst to give 2,5-dimethylhexane. ozonolysis of b with an oxidative workup produces a carboxylic acid of molecular formula c4h8o2. reaction of b with a peroxyacid gives a chiral c8h14o product, but reaction with bromine gives an achiral c8h14br2 product. what are the identities of a and b?

When compound A is reduced by sodium in liquid ammonia, it can be reduced to an alkane to compound B. In this reaction, a hydrogen atom can be added to the double bond of compound A to form compound B.

Hydrogenation of both compound A and compound B in the presence of a platinum catalyst both give 2,5-dimethylhexane as a product. This suggests that both compound A and compound B are unsaturated and can be hydrogenated to alkanes.

Ozonolysis with oxidative workup of compound B produces a carboxylic acid with the molecular formula C4H8O2. This indicates that compound B contains at least one carbon-carbon double bond. Reaction of compound B with a peroxyacid gives a chiral product, suggesting that compound B has at least one chiral center.

Reaction of compound B with bromine affords the achiral product. This indicates that compound B does not contain a chiral center.

Based on these observations, it is likely that compound A is an alkene of molecular formula C8H14 and compound B is an alkane containing at least one carbon-carbon double bond of molecular formula C8H16.

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