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JEE Main202429 Jan 2024Evening ShiftChemistryAldehydes and KetonesActual

Identify the reagents used for the following conversion

Options

  1. AA = LiAlH 4 , B = NaOH ( aq ) , C = NH 2 - NH 2 / KOH ethylene glycol
  2. BA = LiAlH 4 , B = NaOH (alc) , C = Zn / HCl
  3. CA = DIBAL - H , B = NaOH ( aq ) C = NH 2 - NH 2 / KOH ethylene glycol
  4. DA = DIBAL - H , B = NaOH ( alc ) , C = Zn / HCl

Correct answer

D. A = DIBAL - H , B = NaOH ( alc ) , C = Zn / HCl

Step-by-step solution

Diisobutylaluminum hydride (DIBAL-H) is an organoaluminum reagent typically used for the reduction esters or nitriles to aldehydes. In the second step intramolecular aldol condensation reaction takes place. Cyclization occurs if the α carbon atom and the second carbonyl carbon atom can bond to form a five- or six-membered ring. The Clemmensen reduction is a reaction that is used to reduce aldehydes or ketones to alkanes using hydrochloric acid and zinc amalgam. In the same condition, alcohol converts to alkenes.

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