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Hydrocarbons question

2024 · 5 Apr · Shift 1 · Q4
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  5. /2024 · 5 Apr · Shift 1 · Q4

Hydrocarbons question

2024 · 5 Apr · Shift 1 · Q4

JEE MainChemistryHydrocarbonsMCQ+4 / −1
Given below are two statements : Statement I : Nitration of benzene involves the following step - JEE Main 2024 (Online) 5th April Morning Shift Chemistry - Hydrocarbons Question 22 English Statement II : Use of Lewis base promotes the electrophilic substitution of benzene. In the light of the above statements, choose the most appropriate answer from the options given below :
  1. A
    Both Statement I and Statement II are incorrect
  2. B
    Statement I is correct but Statement II is incorrect
  3. C
    Statement I is incorrect but Statement II is correct
  4. D
    Both Statement I and Statement II are correct
View written solutionFree

Correct answer: B

  1. Understand Statement I

    In nitration of benzene, the electrophile is the nitronium ion, \ceNO2+\ce{NO2+}\ceNO2+, generated from concentrated \ceHNO3\ce{HNO3}\ceHNO3 and \ceH2SO4\ce{H2SO4}\ceH2SO4.

    The key electrophilic substitution step is: \ceC6H6+NO2+−>[sigma complex]−>C6H5NO2\ce{C6H6 + NO2+ -> [sigma\ complex] -> C6H5NO2}\ceC6H6+NO2+−>[sigma complex]−>C6H5NO2

    Thus, nitration of benzene indeed involves attack of benzene on an electrophile followed by formation of the arenium ion (sigma complex) and deprotonation.

    Therefore, Statement I is correct.

  2. Understand Statement II

    Electrophilic substitution of benzene is promoted by generation of a stronger electrophile, which is usually done using a Lewis acid such as \ceAlCl3\ce{AlCl3}\ceAlCl3, \ceFeCl3\ce{FeCl3}\ceFeCl3, etc.

    Examples:

    • Halogenation: \ceCl2/FeCl3\ce{Cl2/FeCl3}\ceCl2/FeCl3
    • Friedel–Crafts: \ceRCl/AlCl3\ce{RCl/AlCl3}\ceRCl/AlCl3

    A Lewis base donates electron pair and would not promote electrophilic substitution in the usual mechanism.

    Therefore, Statement II is incorrect.

  3. Evaluate options

    • A: Both incorrect →\rightarrow→ false
    • B: Statement I correct, Statement II incorrect →\rightarrow→ true
    • C: Statement I incorrect, Statement II correct →\rightarrow→ false
    • D: Both correct →\rightarrow→ false
  4. Final answer

    The correct option is B.

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