The unsaturated ether On acidic hydrolysis produces carbonyl compom1ds as shown below:-

Based On this, predict the solution/reagent that will help to distillguish "P" and "Q" obtained in the following reaction:-

1. Hydrolysis Reaction

Acidic hydrolysis of the unsaturated vinyl ether cleaves the oxygen-carbon bonds, converting both enol fragments into their stable tautomeric carbonyl forms:

• The left portion ($$\text{CH}_3\text{-CH=CH-O-}$$) hydrolyzes and tautomerizes to form propanal (an aldehyde):
  $$\text{P} = \text{CH}_3\text{CH}_2\text{CHO}$$
• The right portion ($$\text{-O-C(CH}_3\text{)=CH}_2$$) hydrolyzes and tautomerizes to form acetone (a ketone):
  $$\text{Q} = \text{CH}_3\text{COCH}_3$$

2. Option Analysis

• Fehling's Solution (Option B):
  • Reaction with P (Propanal): Reduces Fehling's reagent, yielding a characteristic red precipitate ($$\text{Cu}_2\text{O}$$).
  • Reaction with Q (Acetone): Ketones do not reduce Fehling's solution.
  • $$\implies$$ Can distinguish P and Q.
• 2,4-DNP Reagent (Option A):
  • Reacts positively with both aldehydes and ketones to produce yellow, orange, or red precipitates of 2,4-dinitrophenylhydrazones.
  • $$\implies$$ Cannot distinguish P and Q.
• Saturated $$\text{NaHSO}_3$$ Solution (Option C):
  • Forms white crystalline bisulfite addition products with both aliphatic aldehydes (propanal) and methyl ketones (acetone).
  • $$\implies$$ Cannot distinguish P and Q.
• Lucas Reagent (Option D):
  • Used to classify primary, secondary, and tertiary alcohols based on cloudiness/turbidity rates; it does not react with carbonyl compounds.
  • $$\implies$$ Cannot distinguish P and Q.

Conclusion:

Because Fehling's solution reacts selectively with aliphatic aldehydes (propanal) and not ketones (acetone), it is the correct reagent to distinguish the two products.

Answer: Option B — Fehling solution