Sign in
12thPass logo
New chatPYQ LibraryDoubtsRank report
Sign in to see Recents

Your guest activity stays on this device

Sign in to save progress →
Sign in

Compounds Containing Nitrogen question

2024 · 9 Apr · Shift 2 · Q23
Guest · filters and generic practice availableBrowsing as a guest · PYQ filters and generic practice are available. Sign in only for personalised features and saved progress.
  1. PYQ Library
  2. /JEE Main
  3. /Chemistry
  4. /Compounds Containing Nitrogen
  5. /2024 · 9 Apr · Shift 2 · Q23

Compounds Containing Nitrogen question

2024 · 9 Apr · Shift 2 · Q23

JEE MainChemistryCompounds Containing NitrogenNumerical+4 / −1
Number of compounds from the following which cannot undergo Friedel-Crafts reactions is: ‾\underline{\hspace{2cm}}​ toluene, nitrobenzene, xylene, cumene, aniline, chlorobenzene, mmm-nitroaniline, mmm-dinitrobenzene
Numerical answer
View written solutionFree

Correct answer: 4

  1. Recall the condition for Friedel–Crafts reaction

    Friedel–Crafts alkylation/acylation proceeds on aromatic rings that are sufficiently reactive toward electrophilic substitution.

    Rings do not undergo Friedel–Crafts reactions when:

    • they are strongly deactivated by electron-withdrawing groups such as −NO2-NO_2−NO2​,
    • or the substituent forms a complex with the Lewis acid catalyst (like AlCl3AlCl_3AlCl3​), as in aniline due to the lone pair on −NH2-NH_2−NH2​.
  2. Check each compound one by one

    (i) Toluene

    • Substituent: −CH3-CH_3−CH3​
    • This is an activating group.
    • Hence, undergoes Friedel–Crafts reaction.

    (ii) Nitrobenzene

    • Substituent: −NO2-NO_2−NO2​
    • Strongly deactivating group.
    • Hence, does not undergo Friedel–Crafts reaction.

    (iii) Xylene

    • Two methyl groups, both activating.
    • Hence, undergoes Friedel–Crafts reaction.

    (iv) Cumene

    • Isopropyl group is alkyl, hence activating.
    • Hence, undergoes Friedel–Crafts reaction.

    (v) Aniline

    • Substituent: −NH2-NH_2−NH2​
    • Though −NH2-NH_2−NH2​ is activating in ordinary electrophilic substitution, in Friedel–Crafts conditions it forms a salt/complex with AlCl3AlCl_3AlCl3​, making the ring unreactive.
    • Hence, does not undergo Friedel–Crafts reaction.

    (vi) Chlorobenzene

    • Halogens are deactivating, but not so strongly as to completely prevent Friedel–Crafts reaction in the standard JEE classification.
    • Chlorobenzene can undergo Friedel–Crafts reaction (though less reactive than benzene).
    • Hence, undergoes Friedel–Crafts reaction.

    (vii) mmm-Nitroaniline

    • Contains both −NO2-NO_2−NO2​ and −NH2-NH_2−NH2​.
    • −NO2-NO_2−NO2​ strongly deactivates the ring, and −NH2-NH_2−NH2​ also complexes with AlCl3AlCl_3AlCl3​.
    • Hence, does not undergo Friedel–Crafts reaction.

    (viii) mmm-Dinitrobenzene

    • Contains two strongly deactivating −NO2-NO_2−NO2​ groups.
    • Very strongly deactivated ring.
    • Hence, does not undergo Friedel–Crafts reaction.
  3. Count the compounds that cannot undergo Friedel–Crafts reaction

    These are:

    • Nitrobenzene
    • Aniline
    • mmm-Nitroaniline
    • mmm-Dinitrobenzene

    Total number =4= 4=4

  4. Final answer

    4\boxed{4}4​

PreviousNext

More from Compounds Containing Nitrogen

  • the arenium ion which is not involved in the bromination of Aniline is ​.2024 · MCQ
  • Which of the following reaction is correct?2024 · MCQ
  • The product A formed in the following reaction is Includes diagram2024 · MCQ
  • Following is a confirmatory test for aromatic primary amines. Identify reagent (A) and (B). Includes diagram2024 · MCQ
  • The compound formed by the reaction of ethanal with semicarbazide contains ​ number of nitrogen atoms.2024 · Numerical
  • The products A and B formed in the following reaction scheme are respectively Includes diagram2024 · MCQ
  • Given below are two statements : Statement I : Aniline reacts with con. H2​SO4​, followed by heating at 453−473 K gives p-aminobenzene sulphonic acid, which gives blood red colour in the…2024 · MCQ
  • A compound (x) with molar mass 108 g mol−1 undergoes acetylation to give product with molar mass 192 g mol−1. The number of amino groups in the compound (x) is…2024 · Numerical