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An organic compound (A) (molecular formula \(\mathrm{C}_8 \mathrm{H}_{16} \mathrm{O}_2\) ) was hydrolysed with dilute sulphuric acid to give a carboxylic acid (B) and an 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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Since an ester A with molecular formula \(\mathrm{C}_8 \mathrm{H}_{16} \mathrm{O}_2\) upon hydrolysis gives carboxylic acid \(\mathrm{B}\) and the alcohol \(\mathrm{C}\) and oxidation of \(\mathrm{C}\) with chromic acid produces the acid \(\mathrm{B}\), therefore, both the carboxylic acid \(\mathrm{B}\) and alcohol \(\mathrm{C}\) must contain the same number of carbon atoms.
Further, since ester A contains eight carbon atoms, therefore, both the carboxylic acid \(\mathrm{B}\) and the alcohol \(\mathrm{C}\) must contain four carbon atoms each.
Since the alcohol \(\mathrm{C}\) on dehydration gives but-1-ene, therefore, \(\mathrm{C}\) must be a straight chain alcohol, i.e., butan-1-ol.
If \(\mathrm{C}\) is butan-1-ol, then the acid \(\mathrm{B}\) must be butanoic acid and the ester A must be butyl butanoate.
The chemical equations are as follows:
Further, since ester A contains eight carbon atoms, therefore, both the carboxylic acid \(\mathrm{B}\) and the alcohol \(\mathrm{C}\) must contain four carbon atoms each.
Since the alcohol \(\mathrm{C}\) on dehydration gives but-1-ene, therefore, \(\mathrm{C}\) must be a straight chain alcohol, i.e., butan-1-ol.
If \(\mathrm{C}\) is butan-1-ol, then the acid \(\mathrm{B}\) must be butanoic acid and the ester A must be butyl butanoate.
The chemical equations are as follows:
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