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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:

Solution & Explanation

### 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

Reference Study Guides

More Amines Previous-Year Questions — Page 3

Q36 jee_main_2025_07_april_evening Basicity of Amines
The descending order of basicity of following amines is: (A) Aniline (B) p-Methoxyaniline (C) p-Nitroaniline (D) textCH_3textNH_2 (E) (textCH_3)_2textNH Choose the correct answer from the options given below:
Basicity of Amines diagram for Q36 - JEE Main 2025 Evening
The images show structural configurations of the aromatic amines: aniline, p-methoxyaniline, and p-nitroaniline.
Basicity of Amines diagram for Q36 - JEE Main 2025 Evening
The images show structural configurations of the aromatic amines: aniline, p-methoxyaniline, and p-nitroaniline.
Basicity of Amines diagram for Q36 - JEE Main 2025 Evening
The images show structural configurations of the aromatic amines: aniline, p-methoxyaniline, and p-nitroaniline.
Basicity of Amines diagram for Q36 - JEE Main 2025 Evening
The images show structural configurations of the aromatic amines: aniline, p-methoxyaniline, and p-nitroaniline.
  • A. textB > textE > textD > textA > textC
  • B. textE > textD > textB > textA > textC
  • C. textE > textD > textA > textB > textC
  • D. textE > textA > textD > textC > textB

Solution

### Related Formula textBasicity propto textAvailability of lone pair of electrons on Nitrogen atom textBasicity propto +textI, +textM groups quad textBasicity propto frac1-textI, -textM groups ### Core Logic 1. Aliphatic amines vs Aromatic amines: In aromatic amines (A, B, C), the lone pair on nitrogen is delocalized into the benzene ring via resonance, decreasing basicity compared to aliphatic amines (D, E) where electron pairs are localized. 2. Among aliphatic amines (aqueous standard configurations implicit): Secondary amine (textCH_3)_2textNH is a stronger base than primary textCH_3textNH_2 due to combined inductive effect (+textI) and solvation fields. Hence, textE > textD. 3. Among substituted aromatic amines: - **(B) p-Methoxyaniline**: -textOCH_3 exerts a strong electron-donating resonance effect (+textM), maximizing ring density and electronic availability on N. - **(A) Aniline**: Baseline reference value with no extra substitutions. - **(C) p-Nitroaniline**: -textNO_2 acts as an intensive electron-withdrawing field (-textM, -textI), pulling electron clouds heavily and quenching basicity. ### Step 1: Consolidating Rankings Combining both structural domains cleanly provides: textE > textD > textB > textA > textC ### Pattern Recognition Basicity hierarchy shortcut: Aliphatic secondary > Aliphatic primary > Aromatic with EDG (+textM) > Unsubstituted aniline > Aromatic with EWG (-textM). This immediately gives textE > textD > textB > textA > textC without deep arithmetic. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Q28 jee_main_2025_24_jan_evening Chemical Reactions of Aniline
For reaction
Chemical Reactions of Aniline diagram for Q28 - JEE Main 2025 Evening
The image shows a multi-step organic conversion starting with sulfanilic acid intermediate structure mapping to a selectively brominated major product.
The correct order of set of reagents for the above conversion is :
  • A. mathrmBr2 | mathrmFeBr3, mathrmH2O(Delta), mathrmNaOH
  • B. mathrmH2SO4, mathrmAc2O, mathrmBr2, mathrmH2O(Delta), mathrmNaOH
  • C. mathrmAc2O, mathrmBr2, mathrmH2O(Delta), mathrmNaOH
  • D. mathrmAc2O, mathrmH2SO_4, mathrmBr2, mathrmNaOH

Solution

### Core Logic To direct selective monobromination ortho to the amino functionality while utilizing the masking capability of the sulfonic acid group: 1. Treating Aniline with conc. mathrmH2SO_4 at high temperature (453-473text K) yields Sulfanilic acid due to para sulfonating preference. 2. Acetylation with mathrmAc_2O protects the amine as an acetanilide functionality to moderate activation power and prevent over-bromination. 3. Electrophilic substitution using mathrmBr_2 selectively places bromine at the position ortho to the protected acetamido group (the only available activated site since para is occupied). 4. Acidic/thermal desulfonation via mathrmH_2O(Delta) cleaves the para-sulfonic acid group. 5. Alkaline hydrolysis with mathrmNaOH removes the acetyl protecting group to regenerate the pristine primary amine structure yielding ortho-bromoaniline. ### Step-by-Step Mechanism The reaction mechanism progresses linearly through the designated strategic intermediates:
Chemical Reactions of Aniline solution diagram for Q28 - JEE Main 2025 Evening
The image shows a multi-step organic conversion starting with sulfanilic acid intermediate structure mapping to a selectively brominated major product.
Chemical Reactions of Aniline solution diagram for Q28 - JEE Main 2025 Evening
The image shows a multi-step organic conversion starting with sulfanilic acid intermediate structure mapping to a selectively brominated major product.
Chemical Reactions of Aniline solution diagram for Q28 - JEE Main 2025 Evening
The image shows a multi-step organic conversion starting with sulfanilic acid intermediate structure mapping to a selectively brominated major product.
### Pattern Recognition When dealing with aniline conversions requiring blocked para positions followed by a removal step, look for the sequence tracking: Sulfonation ightarrow Protection ightarrow Halogenation ightarrow Desulfonation ightarrow Deprotection. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines
Q43 jee_main_2025_28_jan_evening Chemical Reactions of Amines
Identify correct statements: (A) Primary amines do not give diazonium salts when treated with NaNO_3 in acidic condition. (B) Aliphatic and aromatic primary amines on heating with CHCl_3 and ethanolic KOH form carbylamines. (C) Secondary and tertiary amines also give carbylamine test. (D) Benzenesulfonyl chloride is known as Hinsberg's reagent. (E) Tertiary amines reacts with benzenesulfonyl chloride very easily. Choose the correct answer from the options given below :
  • A. (B) and (D) only
  • B. (A) and (B) only
  • C. (D) and (E) only
  • D. (B) and (C) only

Solution

### Related Formula The Carbylamine reaction is specific to primary amines: R-NH_2 + CHCl_3 + 3KOH xrightarrowDelta R-NC + 3KCl + 3H_2O ### Core Logic Evaluating each amine statement: - (A) Primary aromatic amines form stable diazonium salts with NaNO_2/HCl at low temperatures, making this statement false. - (B) Both aliphatic and aromatic primary amines undergo the carbylamine test to produce foul-smelling isocyanides. This is **correct**. - (C) Secondary and tertiary amines do not undergo the carbylamine reaction, making this statement false. - (D) Benzenesulfonyl chloride (C_6H_5SO_2Cl) is the definition of Hinsberg's reagent. This is **correct**. - (E) Tertiary amines do not possess an acidic hydrogen on nitrogen and do not react with Hinsberg's reagent under standard analytical testing conditions, making this statement false. ### Step 1: Selecting Correct Entries Statements (B) and (D) are verified as true.
Reaction equations summary for primary amine classification
Reaction equations summary for primary amine classification
### Pattern Recognition Hinsberg's reagent and the carbylamine test are key analytical methods used to differentiate primary, secondary, and tertiary amines. The carbylamine test is strictly positive *only* for primary (1^circ) amine groups. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines
Q jee_main_2025_29_jan_morning Basic Character of Amines
Given below are some nitrogen containing compounds.
Nitrogen containing compounds profiles for Q46 - JEE Main 2025 Morning
Four amine candidates are indexed to find the optimal basic compound for reaction calculations.
Each of them is treated with HCl separately. 1.0 g of the most basic compound will consume ________ mg of HCl. (Given molar mass in g mol ^-1 C:12, H : 1, O : 16, Cl : 35.5)
Numerical Answer. Answer: 341 to 341

Solution

### Related Formula textMoles = fractextMasstextMolar Mass textMass of HCl consumed = n_textamine cdot M_textHCl ### Core Logic Step 1: Identify the most basic amine Benzylamine (mathrmC_6mathrmH_5mathrmCH_2mathrmNH_2) is the most basic compound here because its nitrogen lone pair is localized and not involved in aromatic resonance. This stands in contrast to aniline or amides, which delocalize their lone pairs into the ring or carbonyl group . Step 2: Neutralization Stoichiometry mathrmC_6H_5CH_2NH_2 + mathrmHCl ightarrow mathrmC_6H_5CH_2NH_3^+ Cl^- Molar Mass of Benzylamine (mathrmC_7mathrmH_9mathrmN): M = (7 cdot 12) + (9 cdot 1) + 14 = 84 + 9 + 14 = 107 \, mathrmg/mol Moles of Benzylamine in 1.0text g : n = frac1.0107 simeq 0.009346 \, mathrmmol Since 1 mole of benzylamine reacts with 1 mole of mathrmHCl : textMoles of HCl consumed = 0.009346 \, mathrmmol textMass of HCl = 0.009346 cdot 36.5 = 0.3411 \, mathrmg = 341.1 \, mathrmmg ightarrow 341 ### Pattern Recognition Aliphatic localized clusters (like the -mathrmCH_2mathrmNH_2 segment in benzylamine) always show higher basicity than aromatic ring-conjugated arrays. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines
Q70 jee_main_2024_01_february_morning Nomenclature of Amines
Given below are two statements: Statement (I) : Aminobenzene and aniline are same organic compounds. Statement (II) : Aminobenzene and aniline are different organic compounds. 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. textStatement I is correct but Statement II is incorrect
  • C. textStatement I is incorrect but Statement II is correct
  • D. textBoth Statement I and Statement II are incorrect

Solution

### Core Logic Aniline is the common name for the simplest aromatic amine, which consists of a phenyl group attached to an amino group (C_6H_5NH_2). According to IUPAC nomenclature, the amino group attached to a benzene ring can also be called aminobenzene. ### Step 1: Statement Validation Statement I: True. Aminobenzene is just the systematic IUPAC name for aniline. Statement II: False. They refer to the exact same molecule. ### Pattern Recognition Common names for simple aromatic compounds are often accepted as IUPAC names. Aniline = Benzenamine = Aminobenzene. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines

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