JEE Main 2025 · 23 January · evening · Single correct · +4 / −1
Given below are two statements:
Consider the following reaction
R-C(∥)(O)-R + H₂O ⇌(K) R-C(╲ ╱)(HO OH)-R
Statement (I): In the case of formaldehyde
is about 2280, due to small substituents, hydration is faster.
Statement (II) : In the case of trichloro acetaldehyde
is about 2000 due to -I effect of -Cl .
In the light of the above statements, choose the correct answer from the options given below :
- (a) Statement I is true but Statement II is false
- (b) Both Statement I and Statement II are true
- (c) Statement I is false but Statement II is true
- (d) Both Statement I and Statement II are false
Answer and solution
Answer (b) Both Statement I and Statement II are true
Solution
Chemistry ma’am · 4 steps
Ask what makes the hydrate stable: less crowding helps formaldehyde, and electron pull helps chloral.
- What K measures. Hydration turns a flat sp² carbonyl carbon into a crowded sp³ carbon with two OH groups. A large K means the hydrate is strongly favoured. Two things raise K: small groups that avoid crowding, and electron-withdrawing groups that make the carbonyl carbon more positive.
Carbonyl compound Groups on C=O Approximate K Why Acetone two CH₃ about 10⁻³ +I groups, more crowding Acetaldehyde H and CH₃ about 1 one small H Formaldehyde two H about 2280 smallest groups, no +I donation Chloral, CCl₃CHO H and CCl₃ about 2000 strong -I effect of three Cl - Statement I. In HCHO both groups are H, so the hydrate CH₂(OH)₂ has almost no steric strain and there is no alkyl group feeding electrons to the carbon. Hydration is strongly favoured, K ≈ 2280. True.
- Statement II. In CCl₃CHO the three Cl atoms pull electron density away through the -I effect. The carbonyl carbon becomes very electrophilic and the C=O is destabilised, so water adds readily and K ≈ 2000. This is why chloral hydrate is a stable, isolable solid. True.
- So. Both statements are correct, with correct reasons, so the answer is (b).
The idea to keep. Hydrate formation is favoured by small groups and by electron-withdrawing groups on the carbonyl carbon. Alkyl groups, with their bulk and +I effect, push the equilibrium back to the carbonyl.
Answer from the NTA final answer key. Solution by PrepWiser.