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Oxidation States

Compound ‘A’ ...

Question

Compound ‘A’ was prepared by the oxidation of compound ‘B’ with alkaline $K M n O_{4}$ . Compound ‘A’ on reduction with lithium aluminium hydride gives compound ‘B’. When compound ‘A’ is heated with compound ′B′ in the presence of $H_{2} S O_{4}$ it produces a fruity-smelling of compound ′C′. To which family do the compounds ‘A’, ‘B’ and ‘C’ belong?

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Solution

Preparation of compound A

Since compound C has a fruity smell, it must be an ester, An ester is formed by the reaction of an alcohol with a carboxylic acid. Compound A is prepared by the oxidation of compound B, which implies that A is the acid and B is the alcohol. Compound A is prepared by the oxidation of compound B by $K M n O_{4}$ .

Preparation of compound B

Compound B is prepared by the reduction of compound A by $L i A l H$

Preparation of compound C

When compound A reacts with compound B in the presence of $H_{2} S O_{4}$ , a fruity-smelling compound C is formed.

Hence the compounds A, B and C are Carboxylic acid, alcohol and ester respectively.

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Oxidation States

Standard XII Chemistry

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