5.An organic compound (A) having molecular formula C5H100 gives a
positive2, 4-DNP test. It does not reduce Tollens' reagent but forms an
additioncompound with sodium hydrogen sulphite. On reaction with lain
alkalinemedium, it forms a yellow precipitate of compound B and another
compound C having molecular formula C4H7O2Na. On oxidation with KMnO4,
[A] forms two acids D and E having molecular formula C3H6Oz and
C2H4O2 respectively. Identity A, B, C, D and E.
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Answer:
A- pentan-2-one
B-iodoform
C-sodium butanoate
D-propanoic acid
E-ethanoic acid
Explanation:
since it reacts with 2,4-dnp, it is a carbonyl compound but as it doesn't react to tollens reagent making it a ketone. the reaction in alkaline medium to give yellow ppt shows the presence of a methyl group, hence the c=o must be at he second position.
on reaction with KMnO4, it breaks off at the c=o to give two different carboxylic acids.
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