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$A, B$ and $C$ respectively are
ChemistryAldehydes and KetonesKCETKCET 2021
Options:
  • A ethanol, ethane nitrile and ethyne
  • B ethane nitrile, ethanol and ethyne
  • C ethyne, ethanol and ethane nitrile
  • D ethyne, ethane nitrile and ethanol
Solution:
1426 Upvotes Verified Answer
The correct answer is: ethyne, ethanol and ethane nitrile
Ethyne on reaction with $\mathrm{HgSO}_{4} / \mathrm{H}_{2} \mathrm{SO}_{4}$ gives ethanol (i.e. $\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{OH}$ ) which interconvert (i.e. tautomerises) to give acetaldehyde $\left(\mathrm{CH}_{3} \mathrm{CHO}\right)$.



$\mathrm{PCC}$ is an oxidising agent, which oxidised the alcohol to aldehyde. Therefore, $(B)$ is an alcohol, i.e. ethanol.
$\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH} \stackrel{\mathrm{PCC}}{\longrightarrow} \mathrm{CH}_{3} \mathrm{CHO}$
Ethane nitrile on reaction with $\mathrm{SnCl}_{2} / \mathrm{HCl}$ followed by acid hydrolysis give acetaldehyde.

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