An organic compound (P) on treatment with aqueous ammonia under hot condition forms compound (Q) which on heating with Br_2 and KOH forms compound (R) having molecular formula C_9H_7N. Names of P, Q and R respectively are.

Solution & Explanation

### Core Logic The reaction of an amide with Br_2 and KOH is Hoffmann bromamide degradation. It steps down the carbon chain by one carbonyl carbon to form a primary amine. Let's analyze the options and molecular formula. The question says (R) has molecular formula C_9H_7N. Wait, looking at the standard solutions for this type of problem, aniline is C_6H_7N. The PDF says C_9H_7N which is likely a typo in the original paper for C_6H_7N, since option (1) gives Aniline (C_6H_7N). Let's assume the standard sequence: 1. mathrmPh-COOH xrightarrowmathrmNH_3, Delta mathrmPh-CO-NH_2 (Benzoic acid to Benzamide) 2. mathrmPh-CO-NH_2 xrightarrowmathrmBr_2/mathrmKOH mathrmPh-NH_2 (Benzamide to Aniline) Aniline is C_6H_5NH_2 = C_6H_7N. So P is Benzoic acid, Q is Benzamide, R is Aniline. ### Pattern Recognition Reaction sequence: Carboxylic\ Acid xrightarrowNH_3, Delta Amide xrightarrowBr_2/KOH Amine. The Br_2/KOH step is Hoffmann bromamide reaction. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids

Reference Study Guides

More Amines Previous-Year Questions — Page 3

Q38 jee_main_2025_03_april_morning Reactions of Diazonium Salts
In the following reactions, which one is NOT correct?
  • A. Reaction Scheme (1)
  • B. Reaction Scheme (2)
  • C. Reaction Scheme (3)
  • D. Reaction Scheme (4)

Solution

### Core Logic When benzene diazonium chloride is treated with ethanol (textCH_3textCH_2textOH), it undergoes a reduction reaction (deamination). Ethanol acts as a reducing agent and gets oxidized to ethanal (textCH_3textCHO), while the diazonium group is replaced by hydrogen to yield pure **benzene**, not phenetole (ethoxybenzene).
Deamination chemical verification scheme for Q38 - JEE Main 2025 Morning
Deamination chemical verification scheme for Q38 - JEE Main 2025 Morning
### Step 1: Review of Alternative Choices Reactions (2), (3), and (4) show standard correct transformations: hypophosphorous acid reduction to benzene, potassium iodide substitution to iodobenzene, and cuprous cyanide substitution to benzonitrile. ### Pattern Recognition Shortcut: Remember that textH_3textPO_2 and textCH_3textCH_2textOH are standard classic reducing agents that reduce textArN_2^+textCl^- directly down to textArH (benzene). They do not undergo nucleophilic ether substitution paths. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines
Q35 jee_main_2025_04_april_morning Aniline Reactions
The major product (A) formed in the following reaction sequence is:
Multi-step nitrobenzene conversion flowchart for Q35 - JEE Main 2025 Morning
The flowchart traces the conversion of nitrobenzene using Sn/HCl, Ac2O/pyridine, Br2/AcOH, and aqueous NaOH.
  • A. textProduct 1
  • B. textProduct 2
  • C. textProduct 3
  • D. textProduct 4

Solution

### Core Logic Let's track the chemical transformations sequentially: 1. **Step 1 (Sn + HCl):** Nitrobenzene is cleanly reduced to yield Aniline (C_6H_5NH_2). 2. **Step 2 (Ac_2O + textPyridine):** Protecting step. Aniline undergoes acetylation to form Acetanilide (C_6H_5NHCOCH_3). This tempers the highly activating -NH_2 group to prevent poly-bromination. 3. **Step 3 (Br_2 + AcOH):** The -NHCOCH_3 amide group safely directs electrophilic bromination to the less-hindered **para** position, yielding p-bromoacetanilide. 4. **Step 4 (NaOH_(aq)):** Basic hydrolysis removes the protecting acetyl group, restoring the free amine function to yield the final product: **p-bromoaniline**. ### Pattern Recognition Acetylation of aniline followed by halogenation and subsequent hydrolysis is the standard synthetic pathway to produce mono-substituted para-haloanilines. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Amines
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

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