Q17 / 69 · JEE Advanced 2008 (Paper 1) · Chemistry

Paragraph: In the following reaction sequence, product $I . J$ and $L$ are formed. K represent a reagentFigure
Question: $$ \text { The structure of product } L \text { is } $$

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

Solution

$\mathrm{H}_2, \mathrm{Pd} / \mathrm{BaSO}_4$, quinoline is well known reagent. Rosenmund's reaction (conversion of acyl halide to aldehyde) $\mathrm{H}_2, \mathrm{Pd}, \mathrm{BaSO}_4$ is known as Lindlar's reagent and reduces triple bond to double bond (syn addition) giving cis product. Reagent has simultaneous action because usually reaction is not selective-follows radical mechanism.

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

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