Q13 / 57 · JEE Advanced 2010 (Paper 2) · Chemistry

Paragraph: Two aliphatic aldehydes $\mathrm{P}$ and $\mathrm{Q}$ react in the presence of aqueous $\mathrm{K}_2 \mathrm{CO}_3$ to give compound R, which upon treatment with HCN provides compound $\mathrm{S}$. On acidification and heating, S gives the product shown below :Figure
Question: $$ \text { The compound } R \text { is } $$

  • Correct answer
    A
    Figure
  • B
    Figure
  • C
    Figure
  • D
    Figure

Solution

Figure
Some inferences from above data - $a q \mathrm{~K}_2 \mathrm{CO}_3$ can facilitate aldol condensation to aliphatic aldehydes. - HCN can lead to cyanohydrin formation - $\mathrm{H}^{+}, \Delta$ can lead to hydrolysis of cyanide to acid and following esterification. So $S$ is cyanohydrin.Figure
Carbonyl compounds (Aldol condensation) Conceptual reaction and mechanistic understanding IV

Hence, the correct answer is option: 'A'.

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