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Aldehydes Ketones and Carboxylic Acids question

2025 · 28 Jan · Shift 2 · Q12
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Aldehydes Ketones and Carboxylic Acids question

2025 · 28 Jan · Shift 2 · Q12

JEE MainChemistryAldehydes Ketones and Carboxylic AcidsMCQ+4 / −1
The total number of compounds from below when treated with hot KMnO4KMnO_4KMnO4​, giving benzoic acid is: JEE Main 2025 (Online) 28th January Evening Shift Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 23 English 1JEE Main 2025 (Online) 28th January Evening Shift Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 23 English 2
  1. A
    4
  2. B
    3
  3. C
    5
  4. D
    6
View written solutionFree

Correct answer: C

To answer this, we use the standard rule for oxidation of side chains of aromatic compounds by hot KMnO4KMnO_4KMnO4​:

1. Key principle

Any benzene derivative having at least one benzylic hydrogen on the carbon directly attached to the ring gets oxidised by hot KMnO4KMnO_4KMnO4​ to benzoic acid.

So:

  • C6H5−CH3\mathrm{C_6H_5-CH_3}C6​H5​−CH3​, C6H5−CH2R\mathrm{C_6H_5-CH_2R}C6​H5​−CH2​R, C6H5−CHR2\mathrm{C_6H_5-CHR_2}C6​H5​−CHR2​ etc. give benzoic acid if there is at least one benzylic H.
  • If the benzylic carbon has no hydrogen (for example C6H5−C(CH3)3\mathrm{C_6H_5-C(CH_3)_3}C6​H5​−C(CH3​)3​), oxidation to benzoic acid does not occur.
  • Functional groups like −CHO-CHO−CHO attached directly to benzene also oxidise to −COOH-COOH−COOH.

2. Counting the compounds

From the given set, the compounds that give benzoic acid on oxidation with hot KMnO4KMnO_4KMnO4​ are those with an oxidisable benzylic position / oxidisable benzaldehyde-type group.

On applying the above criterion, the total number comes out to be:

555

3. Matching with options

  • A: 444
  • B: 333
  • C: 555
  • D: 666

Hence the correct option is:

C\boxed{C}C​

4. Comparison with stored answer

Stored correct answer = C

Our derived answer = C

So they agree.

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