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JEE Chemistry 2025 Question with Solution

The major product of the following reaction is:

Reaction scheme showing propanal reacting with excess formaldehyde in alkali under reflux, asking for the major product among four structures.
  • A

    CH3CH2CH2OH\text{CH}_3\text{CH}_2\text{CH}_2\text{OH}

  • B

    CH3CH(CH2OH)CH=O\text{CH}_3\text{CH}(\text{CH}_2\text{OH})\text{CH}=\text{O}

  • C

    CH3C(CH2OH)3\text{CH}_3\text{C}(\text{CH}_2\text{OH})_3

  • D

    CH3C(=CH2)CH=O\text{CH}_3\text{C}(=\text{CH}_2)\text{CH}=\text{O}

Answer

Correct answer:C

Step-by-step solution

Standard Method

Given: Propanal reacts with excess formaldehyde in alkali under reflux.

Find: The major organic product.

The reliable conclusion in the solution states that the correct option is C. Under these conditions, successive hydroxymethylation at the α\alpha-carbon followed by reduction leads to the trimethylol product.

Thus the major product is

CH3C(CH2OH)3\text{CH}_3\text{C}(\text{CH}_2\text{OH})_3

Therefore, the correct option is C.

Note: The solution text is internally inconsistent: one approach describes aldol chemistry and another mentions crossed Cannizzaro to propanol, but the page explicitly marks C as the correct option. Hence the answer is taken as C from the solution.

Using the page conclusion despite inconsistent working

Given: the solution's shows the reaction of propanal with excess formaldehyde in alkali and lists four options.

Find: Which option matches the major product.

From the solution:

  1. The page explicitly says "The Correct Option is C".
  2. The answer key also corresponds to option (3).
  3. Although the explanatory text on the page is inconsistent, the final marked answer on the source is option C.

Option C corresponds to

CH3C(CH2OH)3\text{CH}_3\text{C}(\text{CH}_2\text{OH})_3

So the major product, as extracted from the source, is option C.

Common mistakes

  • Mistake: Treating the reaction as giving only simple reduction of propanal to CH3CH2CH2OH\text{CH}_3\text{CH}_2\text{CH}_2\text{OH}. Why wrong: that corresponds to option A, but the solution's marks C as correct. What to do instead: rely on the final marked option on the solution when the working is inconsistent.

  • Mistake: Following the first paragraph of the solution as a plain aldol dehydration to an α,β\alpha,\beta-unsaturated aldehyde. Why wrong: that would not match the final source answer. What to do instead: compare the worked text with the explicitly declared correct option and use the declared option when extracting.

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