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Question

Match each of the compounds in Column I with its characteristic reaction(s) in Column II.
ColumnIColumnIIA.CH3CH2CH2CN:(P)Reduction with PdC/H2B.CH3Ch2OCOCH3:(q)Reduction with SnCl2/HClC.CH3CH=CHCH2OH(r)Development of foul smell on treatmentwith chloroform and alcoholic KOHD.CH3CH2CH2CH2NH2(s)Reduction with diisobutylaluminium hydride (DIBALH).
  1. A-p,q ; B-s ; C-p ; D-r
  2. A-p,q,s ; B-p,s ; C-p ; D-r
  3. A-q,r ; B-s ; C-p ; D-r,s
  4. A-s ; B-p ; C-r ; D-q


Solution

The correct option is A A-p,q ; B-s ; C-p ; D-r
ColumnIColumnIIA.CH3CH2CH2CN:Gives amine with PdC/H2Gives aldehyde with SnCl2/HCl Gives amide with diisobutylaluminiumhydride. Gives carboxylicacid on alkaline hydrolysisB.CH3Ch2OCOCH3:Reduced toalcohol with PdC/H2 Reduced with diisobutylaluminiumester hydride into aldehyde. Undergo alkaline hydrolysis.C.CH3CH=CHCH2OHReduced to butanol when treated with PdC/H2D.CH3CH2CH2CH2NH2A primary amine, gives carbylamines test.

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