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Hydrocarbons question

2021 · 17 Mar · Shift 2 · Q6
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  5. /2021 · 17 Mar · Shift 2 · Q6

Hydrocarbons question

2021 · 17 Mar · Shift 2 · Q6

JEE MainChemistryHydrocarbonsMCQ+4 / −1
Given below are two statements : Statement I : 2-methylbutane on oxidation with KMnO4KMnO_4KMnO4​ gives 2-methylbutan-2-ol. Statement II : n-alkanes can be easily oxidised to corresponding alcohols with KMnO4KMnO_4KMnO4​. Choose the correct option :
  1. A
    Both statement I and statement II are incorrect
  2. B
    Both statement I and statement II are correct
  3. C
    Statement I is correct but statement II is incorrect
  4. D
    Statement I is incorrect but statement II is correct
View written solutionFree

Correct answer: C

  1. Analyze Statement I

    Statement I says:

    222-methylbutane on oxidation with KMnO4KMnO_4KMnO4​ gives 222-methylbutan-222-ol.

    222-Methylbutane is an alkane: CH3−CH(CH3)−CH2−CH3\mathrm{CH_3-CH(CH_3)-CH_2-CH_3}CH3​−CH(CH3​)−CH2​−CH3​

    Conversion of an alkane directly into an alcohol is not the usual oxidation reaction with KMnO4KMnO_4KMnO4​. However, in standard hydrocarbon chemistry, branched alkanes having a tertiary hydrogen are considered susceptible to oxidation at that carbon, and the product is represented as the corresponding tertiary alcohol.

    In 222-methylbutane, carbon-2 is a tertiary carbon bearing one hydrogen. Oxidation at this position gives: CH3−C(OH)(CH3)−CH2−CH3\mathrm{CH_3-C(OH)(CH_3)-CH_2-CH_3}CH3​−C(OH)(CH3​)−CH2​−CH3​ which is 222-methylbutan-222-ol.

    So, Statement I is correct.

  2. Analyze Statement II

    Statement II says:

    nnn-alkanes can be easily oxidised to corresponding alcohols with KMnO4KMnO_4KMnO4​.

    This is incorrect. Alkanes are generally quite inert toward oxidation because they contain only strong C−C\mathrm{C-C}C−C and C−H\mathrm{C-H}C−H sigma bonds. They do not get easily oxidised by KMnO4KMnO_4KMnO4​ to give alcohols.

    In fact:

    • alkanes resist mild oxidising agents,
    • strong oxidation generally leads to cleavage or combustion-type products,
    • direct selective conversion of an nnn-alkane into the corresponding alcohol with KMnO4KMnO_4KMnO4​ is not a standard easy reaction.

    Hence, Statement II is incorrect.

  3. Choose the correct option

    • Statement I: Correct
    • Statement II: Incorrect

    Therefore, the correct option is: C\boxed{\text{C}}C​

  4. Comparison with stored answer

    Stored correct answer: C\boxed{\text{C}}C​

    My derived answer matches the stored answer.

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