Question

6. An organic compound [A] with molecular formula C8H16O2 was hydrolysed with dilute

sulphuric acid to give a carboxylic acid [B] and an alcohol [C]. Oxidation of [C] with

chromic acid produced [B]. The alcohol [C] on dehydration gave but-1-ene. Write

equations for the reactions involved.​

Answer 1

Answer:

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Explanation:

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Answer 2

Answer:

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Explanation:

Organic compound A is an ester as on acid hydrolysis it gives a mixture of an acid and an alcohol.

Oxidation of alcohol (C) gives acid (B). Hence, the number of carbon atoms in (B) and (C) are same.

Ester (compound A) has eight C atoms. Hence, both carboxylic acid B and alcohol C must contain 4 C atoms each.

Dehydration of alcohol C gives but-1-ene. Hence, C must be a straight chain alcohol, i.e butan-1-ol

Oxidation of (C) gives (B). Hence, (B) is butanoic acid.

CH3CH2CH2COOCH2CH2CH2CH3dilH2SO4hydrolysisCH3CH2CH2COOH+CH3CH2CH2CH2OH

CH3CH2CH2CH2OHDehydrationCH3CH2CH=CH2

CH3CH2CH2CH2OHCrO3/CH3COOHOxidationCH3CH