Consider the following reaction sequence Benzene xrightarrowtextconc. HNO_3 + textconc. H_2SO_4, 333text K textP xrightarrow1.text Sn/HCl/Delta quad 2.text pH neutralised textQ xrightarrow(mathrmCH_3mathrmCO)_2mathrmO textR xrightarrow1.text conc. HNO_3 + text conc. H_2SO_4 quad 2.text pH neutralised (major product) textS xrightarrowmathrmHCl / mathrmEtOH / Delta textT The percentage of nitrogen in product ‘T’ formed is ____%. (Nearest integer) (Given molar mass in mathrmg\ mol^-1 H:1, C:12, N:14, O:16)

Numerical Answer Type:
Enter a numerical value Answer: 20 to 20 +4 marks

Solution & Explanation

### Core Logic Step 1: Nitration of benzene gives nitrobenzene (P). mathrmPh-H xrightarrowHNO_3/H_2SO_4 mathrmPh-NO_2 quad text(P)
Electrophilic Substitution Reactions diagram for Q74 - JEE Main 2026 Morning
Electrophilic Substitution Reactions diagram for Q74 - JEE Main 2026 Morning
Step 2: Reduction of nitrobenzene with Sn/HCl gives aniline (Q). mathrmPh-NO_2 xrightarrowSn/HCl mathrmPh-NH_2 quad text(Q)
Electrophilic Substitution Reactions diagram for Q74 - JEE Main 2026 Morning
Electrophilic Substitution Reactions diagram for Q74 - JEE Main 2026 Morning
Step 3: Acetylation of aniline with acetic anhydride gives acetanilide (R). This protects the amino group to prevent oxidation and polysubstitution in the next step. mathrmPh-NH_2 xrightarrow(CH_3CO)_2O mathrmPh-NH-CO-CH_3 quad text(R)
Electrophilic Substitution Reactions diagram for Q74 - JEE Main 2026 Morning
Electrophilic Substitution Reactions diagram for Q74 - JEE Main 2026 Morning
Step 4: Nitration of acetanilide gives predominantly p-nitroacetanilide (S) due to steric hindrance at ortho position. mathrmPh-NH-CO-CH_3 xrightarrowHNO_3/H_2SO_4 ptext-NO_2text-C_6textH_4text-NH-CO-CH_3 quad text(S) Step 5: Acidic hydrolysis of the amide linkage yields p-nitroaniline (T). ptext-NO_2text-C_6textH_4text-NH-CO-CH_3 xrightarrowHCl/EtOH/Delta ptext-NO_2text-C_6textH_4text-NH_2 quad text(T)
Electrophilic Substitution Reactions diagram for Q74 - JEE Main 2026 Morning
Electrophilic Substitution Reactions diagram for Q74 - JEE Main 2026 Morning
Molecular formula of p-nitroaniline (T) is C_6H_6N_2O_2. Molar mass = (6 times 12) + (6 times 1) + (2 times 14) + (2 times 16) = 72 + 6 + 28 + 32 = 138text g/mol. Total mass of Nitrogen = 2 times 14 = 28text g. Percentage of Nitrogen = frac28138 times 100 approx 20.29\%. ### Step 1: Final Conclusion Nearest integer is 20. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines

Reference Study Guides

More Amines Previous-Year Questions — Page 5

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
Q69 jee_main_2024_31_jan_evening Reactions of Diazonium Salts
The azo-dye (Y) formed in the following reactions is textSulphanilic acid + NaNO_2 + CH_3COOH rightarrow X
Reactions of Diazonium Salts diagram for Q69 - JEE Main 2024 Evening
The image shows the reaction of intermediate X with N,N-dimethylaniline to form an azo dye (Y).
  • A. mathrmHSO_3mathrmN=N
  • B. mathrmHO_3mathrmStext—mathrmC_6H_4text—mathrmN=mathrmNtext—mathrmC_6H_4text—mathrmNH_2
  • C. mathrmHSO_3text—mathrmC_6H_4text—mathrmN = mathrmNtext—mathrmC_6H_5
  • D. mathrmHSO_3text—mathrmC_6H_4text—mathrmN = mathrmNtext—mathrmC_6H_4text—mathrmN(CH_3)_2

Solution

### Core Logic 1) Sulphanilic acid reacts with NaNO_2 and CH_3COOH to form a diazonium salt (X). 2) The diazonium salt (X) then reacts with N,N-dimethylaniline (given in the coupling step image). The coupling takes place at the para position of the highly activated N,N-dimethylaniline ring. 3) This coupling yields Methyl Orange, an azo dye. Its structure is p-dimethylaminoazobenzenesulphonic acid.
Reactions of Diazonium Salts diagram for Q69 - JEE Main 2024 Evening
The image shows the reaction of intermediate X with N,N-dimethylaniline to form an azo dye (Y).
### Step 1: Final Identification The final product (Y) matches option (4) structurally, containing the sulphonic acid group on one ring, the azo linkage, and the N,N-dimethylamine group on the para position of the other ring. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines
Q70 jee_main_2024_31_jan_evening Chemical Reactions of Amines
Given below are two statements: Statement I: Aniline reacts with con. H_2SO_4 followed by heating at 453-473 K gives p-aminobenzene sulphonic acid, which gives blood red colour in the 'Lassaigne's test'. Statement II: In Friedel-Crafts alkylation and acylation reactions, aniline forms salt with the AlCl_3 catalyst. Due to this, nitrogen of aniline acquires a positive charge and acts as deactivating group. In the light of the above statements, choose the correct answer from the options given below:
  • A. text(1) Statement I is false but statement II is true
  • B. text(2) Both statement I and statement II are false
  • C. text(3) Statement I is true but statement II is false
  • D. text(4) Both statement I and statement II are true

Solution

### Core Logic Statement I: Aniline reacting with concentrated H_2SO_4 gives anilinium hydrogensulphate, which on heating at 453-473 K produces sulphanilic acid (p-aminobenzene sulphonic acid). Because sulphanilic acid contains both Nitrogen and Sulphur, it gives a blood-red colouration in Lassaigne's test due to the formation of thiocyanate ion SCN^- which reacts with Fe^3+ to form [Fe(SCN)]^2+. Thus, Statement I is true. Statement II: In Friedel-Crafts reactions, the Lewis acid catalyst AlCl_3 reacts with the lone pair on the nitrogen atom of aniline to form a salt. This generates a positive charge on the nitrogen, transforming the -NH_2 group from a strong activating group into a strong deactivating group, thus preventing the Friedel-Crafts reaction from occurring. Thus, Statement II is true.
Chemical Reactions of Amines diagram for Q70 - JEE Main 2024 Evening
Chemical Reactions of Amines diagram for Q70 - JEE Main 2024 Evening
### Step 1: Final Conclusion Both Statement I and Statement II are true. Option (4) is correct. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Q83 jee_main_2024_31_jan_evening Acylation of Amines
A compound (x) with molar mass 108mathrm~g\,mol^-1 undergoes acetylation to give product with molar mass 192mathrm~g\,mol^-1. The number of amino groups in the compound (x) is ________.
Numerical Answer. Answer: 2 to 2

Solution

### Related Formula R-NH_2 + CH_3COCl rightarrow R-NH-COCH_3 + HCl ### Core Logic During the acetylation of an amino group, one hydrogen atom (mass = 1text g/mol) is replaced by an acetyl group (-COCH_3, mass = 43text g/mol). Gain in molecular weight for every one -NH_2 group acetylated = 43 - 1 = 42text g/mol. ### Step 1: Calculating Number of Groups Total increase in molecular weight = Final mass - Initial mass = 192 - 108 = 84text g/mol. textNumber of amino groups = fractextTotal mass increasetextMass increase per group = frac8442 = 2 ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines

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