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Standard XII
Chemistry
Fischer's Esterification Process
An organic co...
Question

An organic compound (A) (molecular formula (C8H16O2) was hydrolysed with dilute sulphuric acid to give a carboxylic acid (B) and alcohol (C). Oxidation of (C) with chromic acid produced (B). (C) on dehydration gives but - 1 - ene. Write equations for the reactions involved.

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Solution

An organic compound A with molecular formula C8H16O2 gives a carboxylic acid (B) and alcohol (C) on hydrolysis with dilute sulphuric acid. Thus, compound A must be an ester. Further, alcohol C gives acid B on oxidation with chromic acid. Thus, B and C must contain an equal number of carbon atoms.

Since compound A contains a total of 8 carbon atoms, each of B and C contain 4 carbon atoms.

Again, on dehydration, alcohol C gives but-1-ene. Therefore, C is of straight-chain and hence, it is butan-1-ol.

On oxidation, Butan-1-ol gives butanoic acid. Hence, acid B is butanoic acid.

The equations for all the above reactions are :


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