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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ro128

Which statements about the stated catalytic hydrogenation are correct?

  1. ABenzyl phenyl ether, , with /Pd-C gives phenol and toluene.
  2. BNitrobenzene with /Pd-C gives aniline.
  3. CEthyl benzoate with /Pd-C at 1 atm gives benzyl alcohol.
  4. DHex-3-yne with /Lindlar catalyst gives (E)-hex-3-ene.

Answer: A, B

Pd-C cleaves the benzylic C-O bond by hydrogenolysis, giving phenol and toluene, and reduces to , so (A) and (B) are correct. Esters are not reduced by /Pd-C under mild conditions, and Lindlar hydrogenation gives the (Z) alkene, so (C) and (D) are wrong.
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