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The products A and B formed in the following reaction scheme are respectively
Diazonium Salts diagram for Q68 - JEE Main 2024 Evening
The diagram shows a reaction pathway for synthesizing product A and B.

Solution & Explanation

### Core Logic Step 1: Nitration of benzene using conc. HNO_3 and conc. H_2SO_4 gives nitrobenzene. Step 2: Reduction of nitrobenzene with Sn/HCl yields aniline. Step 3: Aniline reacts with NaNO_2/HCl at 0-5^circ C to form benzene diazonium chloride (Product A). Step 4: Benzene diazonium chloride undergoes a coupling reaction with phenol (typically in a mildly alkaline medium) to form p-hydroxyazobenzene, an orange dye (Product B).
Reaction pathway for products A and B diagram for Q68 - JEE Main 2024 Evening
The diagram shows a reaction pathway for synthesizing product A and B.
### Pattern Recognition Nitration rightarrow Reduction rightarrow Diazotization rightarrow Coupling (Azo Dye Test). ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines

Reference Study Guides

More Amines Previous-Year Questions — Page 4

Q80 jee_main_2024_01_february_morning Electrophilic Substitution
Given below are two statements: Statement (I): The NH_2 group in Aniline is ortho and para directing and a powerful activating group. Statement (II): Aniline does not undergo Friedel-Craft's reaction (alkylation and acylation). In the light of the above statements, choose the most appropriate answer from the options given below:
  • A. textBoth Statement I and Statement II are correct
  • B. textBoth Statement I and Statement II are incorrect
  • C. textStatement I is incorrect but Statement II is correct.
  • D. textStatement I is correct but Statement II is incorrect

Solution

### Core Logic Statement (I): The -NH_2 group has a lone pair of electrons on nitrogen, which undergoes resonance with the benzene ring (strong +M effect). This strongly activates the ring towards electrophilic substitution and directs incoming electrophiles to the ortho and para positions. Statement (II): Friedel-Crafts alkylation and acylation require a Lewis acid catalyst like anhydrous AlCl_3. Aniline is a Lewis base (due to the lone pair on N) and reacts with the Lewis acid AlCl_3 to form a stable salt/complex (C_6H_5overset+NH_2-AlCl_3^-). This removes the lone pair from resonance and converts the -NH_2 group into a strongly deactivating group, thereby halting the Friedel-Crafts reaction. ### Step 1: Evaluate Statements Statement I is correct. Statement II is correct. ### Pattern Recognition Aniline NEVER undergoes Friedel-Crafts because the base (NH_2) reacts with the catalyst (AlCl_3) before the reaction can proceed. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines
Q68 jee_main_2024_29_jan_morning Electrophilic Substitution in Amines
The arenium ion which is not involved in the bromination of Aniline is.
  • A. ""
  • B. ""
  • C. ""
  • D. ""

Solution

### Core Logic Aniline undergoes electrophilic aromatic substitution (like bromination). The -NH_2 group is a strongly activating group and directs incoming electrophiles to the ortho and para positions due to resonance electron donation (+M effect). ### Step 1: Identifying Sigma Complexes (Arenium Ions) When an electrophile (Br^+) attacks the ring, an intermediate arenium ion (sigma complex) is formed. - If attack occurs at the **ortho** or **para** position, the positive charge is delocalized onto the carbon atom bearing the -NH_2 group. The lone pair on nitrogen can then stabilize this positive charge via resonance, forming a highly stable resonance structure (an octet-complete intermediate). - If attack occurs at the **meta** position, the positive charge delocalizes only over the remaining ring carbons and never rests on the carbon bearing the -NH_2 group. Thus, it misses the extra stabilization provided by the nitrogen lone pair. Because the meta attack intermediate is less stable compared to ortho/para attack, and the -NH_2 is strictly o/p directing, the meta-arenium ion is NOT a primary intermediate involved in standard bromination pathways of neutral aniline. ### Step 2: Conclusion Option 3 displays the arenium ion resulting from a meta-attack (positive charge skips the -NH_2 substituted carbon).
Electrophilic Substitution in Amines diagram for Q68 - JEE Main 2024 Morning
Electrophilic Substitution in Amines diagram for Q68 - JEE Main 2024 Morning
Since -NH_2 is ortho/para directing, the meta-arenium ion will not be formed. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines
Q72 jee_main_2024_30_jan_morning Preparation of Amines
The final product A, formed in the following multistep reaction sequence is:
Preparation of Amines diagram for Q72 - JEE Main 2024 Morning
The image outlines a synthesis pathway converting bromobenzene through several steps finally using Hoffmann bromamide reaction.
  • A.
    Preparation of Amines diagram for Q72 - JEE Main 2024 Morning
    The image outlines a synthesis pathway converting bromobenzene through several steps finally using Hoffmann bromamide reaction.
  • B.
    Preparation of Amines diagram for Q72 - JEE Main 2024 Morning
    The image outlines a synthesis pathway converting bromobenzene through several steps finally using Hoffmann bromamide reaction.
  • C.
    Preparation of Amines diagram for Q72 - JEE Main 2024 Morning
    The image outlines a synthesis pathway converting bromobenzene through several steps finally using Hoffmann bromamide reaction.
  • D.
    Preparation of Amines diagram for Q72 - JEE Main 2024 Morning
    The image outlines a synthesis pathway converting bromobenzene through several steps finally using Hoffmann bromamide reaction.

Solution

### Core Logic Step 1: Bromobenzene + Mg, ether rightarrow Phenylmagnesium bromide (Grignard reagent). Step 2: Grignard + CO_2 followed by H^+ rightarrow Benzoic acid (C_6H_5COOH). Step 3: Benzoic acid + NH_3, Delta rightarrow Benzamide (C_6H_5CONH_2). Step 4: Benzamide + Br_2/NaOH (Hoffmann bromamide degradation) rightarrow Aniline (C_6H_5NH_2).
Preparation of Amines solution diagram for Q72 - JEE Main 2024 Morning
The image outlines a synthesis pathway converting bromobenzene through several steps finally using Hoffmann bromamide reaction.
### Step 1: Tracing the product The final product 'A' is Aniline. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids Class 12 Chemistry: Haloalkanes and Haloarenes
Q78 jee_main_2024_30_jan_morning Chemical Reactions of Amines
Following is a confirmatory test for aromatic primary amines. Identify reagent (A) and (B) Ph-NH_2 xrightarrowA Ph-N_2^+Cl^- xrightarrowB textScarlet red dye
  • A. A=HNO_3/H_2SO_4; B=beta-textnaphthol
  • B. A=NaNO_2+HCl, 0-5^circC; B=textphenol
  • C. A=NaNO_2+HCl, 0-5^circC; B=alpha-textnaphthol
  • D. A=NaNO_2+HCl, 0-5^circC; B=beta-textnaphthol, NaOH

Solution

### Core Logic The reaction sequence represents the classic dye test for aromatic primary amines. Step 1 (Diazotization): Aniline (Ph-NH_2) reacts with nitrous acid (generated in situ from NaNO_2 + HCl) at low temperature (0-5^circ C) to form benzene diazonium chloride (Ph-N_2^+Cl^-). Thus, Reagent A is NaNO_2 + HCl at 0-5^circ C. ### Step 2: Coupling Reaction Step 2: The diazonium salt undergoes an electrophilic substitution (coupling reaction) with an electron-rich aromatic ring to form an azo dye. The formation of a 'scarlet red dye' is specifically the result of coupling benzene diazonium chloride with beta-naphthol in a weakly basic medium (NaOH).
Chemical Reactions of Amines solution diagram for Q78 - JEE Main 2024 Morning
Chemical Reactions of Amines solution diagram for Q78 - JEE Main 2024 Morning
### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines

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