MCQMediumJEE 2026Aldehydes & Ketones

JEE Chemistry 2026 Question with Solution

Iodoform test can differentiate between A. Methanol and Ethanol B. CH3COOHCH_3COOH and CH3CH2COOHCH_3CH_2COOH C. Cyclohexene and cyclohexanone D. Diethyl ether and Pentan-33-one E. Anisole and acetone

  • A

    B, C & E Only

  • B

    A, B & E Only

  • C

    A & E Only

  • D

    A & D Only

Answer

Correct answer:C

Step-by-step solution

Standard Method

Given: Iodoform test is to be used to check which pairs can be differentiated.

Find: Which listed pair(s) give different iodoform test results.

Iodoform test distinguishes compounds containing CH3COCH_3CO- or CH3CH(OH)CH_3CH(OH)- group.

  • A. Ethanol gives a positive test, while methanol gives a negative test. So this pair is differentiated.
  • B. CH3COOHCH_3COOH and CH3CH2COOHCH_3CH_2COOH are both carboxylic acids, and neither gives a positive iodoform test. So this pair is not differentiated.
  • C. Cyclohexene and cyclohexanone are both negative. Cyclohexanone is not a methyl ketone. So this pair is not differentiated.
  • D. Diethyl ether is negative. Pentan-33-one (CH3CH2COCH2CH3)\left(CH_3CH_2COCH_2CH_3\right) is also negative. So this pair is not differentiated.
  • E. Acetone (CH3COCH3)\left(CH_3COCH_3\right) gives a positive test, while anisole gives a negative test. So this pair is differentiated.

Therefore, the test differentiates pairs A and E only.

Hence, the correct option is C.

Pairwise Check

Given: If both or neither compound gives a positive result, the test fails to differentiate them.

Find: Which option matches the differentiable pairs.

Check each pair by the iodoform test criterion:

  1. Compounds with CH3COCH_3CO- or CH3CH(OH)CH_3CH(OH)- respond positively.
  2. If one is positive and the other is negative, the pair is differentiated.
  3. If both are positive or both are negative, the pair is not differentiated.

Applying this:

  • A: Methanol and ethanol \rightarrow only ethanol responds positively.
  • B: CH3COOHCH_3COOH and CH3CH2COOHCH_3CH_2COOH \rightarrow both negative.
  • C: Cyclohexene and cyclohexanone \rightarrow both negative.
  • D: Diethyl ether and pentan-33-one \rightarrow both negative.
  • E: Anisole and acetone \rightarrow only acetone is positive.

Thus only A and E are differentiated, which matches option C.

Common mistakes

  • Assuming every ketone gives a positive iodoform test. This is wrong because only methyl ketones containing CH3COCH_3CO- respond. Check the functional group carefully before deciding.

  • Treating ethanol like an ordinary alcohol with a negative result. This is incorrect because ethanol is oxidized under the test conditions to a species that gives the iodoform reaction. Remember ethanol is an important exception among alcohols.

  • Thinking the test differentiates a pair even when both compounds are negative. This is wrong because differentiation requires different observations. Compare the outcomes for both compounds, not each compound in isolation.

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