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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3hc088

Which of the following statements about but-1-yne, , are correct? Select all that apply.

  1. A, , gives butan-2-one
  2. B(i) disiamylborane; (ii) gives butan-2-one
  3. C(i) ; (ii) gives pent-2-yne
  4. D over Lindlar's catalyst gives but-1-ene

Answer: A, C, D

Amide forms the acetylide, which is methylated at carbon to give , pent-2-yne. Lindlar reduction stops at the alkene, giving but-1-ene. Markovnikov hydration gives butan-2-one. Hydroboration with a hindered borane followed by oxidation is anti-Markovnikov and gives the enol that tautomerises to butanal, not butan-2-one.
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