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Aldehydes Ketones and Carboxylic Acids question

2025 · 3 Apr · Shift 1 · Q20
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Aldehydes Ketones and Carboxylic Acids question

2025 · 3 Apr · Shift 1 · Q20

JEE MainChemistryAldehydes Ketones and Carboxylic AcidsMCQ+4 / −1
Number of molecules from below which cannot give iodoform reaction is : Ethanol, Isopropyl alcohol, Bromoacetone, 2-Butanol, 2-Butanone, Butanal, 2-Pentanone, 3-Pentanone, Pentanal and 3-Pentanol.
  1. A
    4
  2. B
    3
  3. C
    5
  4. D
    2
View written solutionFree

Correct answer: A

  1. Recall the condition for iodoform test

    A compound gives iodoform reaction if it contains either:

    • a methyl ketone group: \ceR−CO−CH3\ce{R-CO-CH3}\ceR−CO−CH3, or
    • an alcohol of type \ceCH3−CH(OH)−R\ce{CH3-CH(OH)-R}\ceCH3−CH(OH)−R, because it gets oxidized to a methyl ketone.

    Also, ethanol gives the test because it is oxidized to ethanal, which behaves positively.

  2. Check each molecule one by one

    (i) Ethanol: \ceCH3CH2OH\ce{CH3CH2OH}\ceCH3CH2OH

    Ethanol is oxidized to ethanal \ceCH3CHO\ce{CH3CHO}\ceCH3CHO, which gives iodoform test.

    ⇒\Rightarrow⇒ Gives iodoform reaction

    (ii) Isopropyl alcohol: \ceCH3−CHOH−CH3\ce{CH3-CHOH-CH3}\ceCH3−CHOH−CH3

    This is a secondary alcohol of type \ceCH3−CH(OH)−R\ce{CH3-CH(OH)-R}\ceCH3−CH(OH)−R. On oxidation, it forms acetone \ceCH3COCH3\ce{CH3COCH3}\ceCH3COCH3.

    ⇒\Rightarrow⇒ Gives iodoform reaction

    (iii) Bromoacetone: \ceCH3COCH2Br\ce{CH3COCH2Br}\ceCH3COCH2Br

    It contains the methyl ketone group \ceCH3CO−\ce{CH3CO-}\ceCH3CO−.

    ⇒\Rightarrow⇒ Gives iodoform reaction

    (iv) 2-Butanol: \ceCH3−CH(OH)−CH2CH3\ce{CH3-CH(OH)-CH2CH3}\ceCH3−CH(OH)−CH2CH3

    This is of type \ceCH3−CH(OH)−R\ce{CH3-CH(OH)-R}\ceCH3−CH(OH)−R. On oxidation, it gives 2-butanone \ceCH3COCH2CH3\ce{CH3COCH2CH3}\ceCH3COCH2CH3, a methyl ketone.

    ⇒\Rightarrow⇒ Gives iodoform reaction

    (v) 2-Butanone: \ceCH3COCH2CH3\ce{CH3COCH2CH3}\ceCH3COCH2CH3

    This is a methyl ketone.

    ⇒\Rightarrow⇒ Gives iodoform reaction

    (vi) Butanal: \ceCH3CH2CH2CHO\ce{CH3CH2CH2CHO}\ceCH3CH2CH2CHO

    This is not ethanal and does not contain \ceCH3CO−\ce{CH3CO-}\ceCH3CO−.

    ⇒\Rightarrow⇒ Does not give iodoform reaction

    (vii) 2-Pentanone: \ceCH3COCH2CH2CH3\ce{CH3COCH2CH2CH3}\ceCH3COCH2CH2CH3

    This is a methyl ketone.

    ⇒\Rightarrow⇒ Gives iodoform reaction

    (viii) 3-Pentanone: \ceCH3CH2COCH2CH3\ce{CH3CH2COCH2CH3}\ceCH3CH2COCH2CH3

    This is not a methyl ketone because carbonyl carbon is attached to \ceCH2CH3\ce{CH2CH3}\ceCH2CH3 on both sides.

    ⇒\Rightarrow⇒ Does not give iodoform reaction

    (ix) Pentanal: \ceCH3CH2CH2CH2CHO\ce{CH3CH2CH2CH2CHO}\ceCH3CH2CH2CH2CHO

    Aldehyde other than ethanal.

    ⇒\Rightarrow⇒ Does not give iodoform reaction

    (x) 3-Pentanol: \ceCH3CH2CH(OH)CH2CH3\ce{CH3CH2CH(OH)CH2CH3}\ceCH3CH2CH(OH)CH2CH3

    On oxidation it gives 3-pentanone \ceCH3CH2COCH2CH3\ce{CH3CH2COCH2CH3}\ceCH3CH2COCH2CH3, which is not a methyl ketone.

    ⇒\Rightarrow⇒ Does not give iodoform reaction

  3. Count molecules which do NOT give iodoform reaction

    The compounds which cannot give iodoform reaction are:

    • Butanal
    • 3-Pentanone
    • Pentanal
    • 3-Pentanol

    Total =4= 4=4

  4. Match with option

    4\boxed{4}4​ corresponds to Option A.

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