The unsaturated ether on acidic hydrolysis produces carbonyl compounds as shown below: CH3–CH=CH–O–CH=CH2 ↓ H3O(+) CH3–CH2–CH=O and O=CH–CH3 Based on this, predict the solution / reagent that will help to distinguish “P” and “Q” obtained in the following reaction. CH3–CH=CH–O–C(CH3)=CH2 H3

Question

The unsaturated ether on acidic hydrolysis produces carbonyl compounds as shown below: CH3–CH=CH–O–CH=CH2 ↓ H3O(+) CH3–CH2–CH=O and O=CH–CH3 Based on this, predict the solution / reagent that will help to distinguish “P” and “Q” obtained in the following reaction. CH3–CH=CH–O–C(CH3)=CH2 H3O(+), Δ → P + Q

Accepted Answer

Fehling solution. Fehling solution is used to differentiate between aldehydes and ketones; it can oxidize aldehydes to carboxylic acids, while ketones do not react. Since P and Q are likely to be an aldehyde and a ketone, respectively, Fehling solution will help identify which compound is which based on their reactivity.

Solution

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