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Saturday, 31 October

JEE Main 2022 · ChemistryMultiple choiceDiagram basedHardMulti-step

JEE Main 29 July 2022, Shift 1, Chemistry Q76

Question 76 of 90 in this shift, Chemistry question 16 of 30, Section A.

[figure: 'A' (C8H6Cl2O\mathrm{C_8H_6Cl_2O}) →NH3\xrightarrow{\mathrm{NH_3}} C8H8ClNO\mathrm{C_8H_8ClNO} →NaOHBr2\xrightarrow[\mathrm{NaOH}]{\mathrm{Br_2}} a benzene ring with CH3\mathrm{CH_3} (top), Cl (upper right, adjacent to CH3\mathrm{CH_3}) and H2N\mathrm{H_2N} (lower left, para to Cl)] Consider the above reaction, the compound 'A' is :

The figure, in words

Reaction scheme ending in a substituted aniline: ring with CH3 (top), Cl (upper right), H2N (lower left).
  1. (1)[figure: benzene ring with COCl, Cl para to COCl, and CH3\mathrm{CH_3} ortho to COCl (4-chloro-2-methylbenzoyl chloride)]
  2. (2)[figure: benzene ring with COCl, Cl meta to COCl and H3C\mathrm{H_3C} para to COCl (3-chloro-4-methylbenzoyl chloride)]
  3. (3)[figure: benzene ring with COCl, Cl para to COCl and CH3\mathrm{CH_3} meta to COCl (4-chloro-3-methylbenzoyl chloride)]Official answer
  4. (4)[figure: benzene ring with CHO, Cl para to CHO and CH2Cl\mathrm{CH_2Cl} meta to CHO (4-chloro-3-(chloromethyl)benzaldehyde)]

Official answer

Option 3

NTA final key.

Chapter
Amines
Topic
Amines
Idea tested
Hofmann Bromamide Degradation

Same idea in other shifts

Asked 11× in all
  1. 5 Apr 2026, Shift 2 · Q67Given below are two statements : Statement I : Heating benzamide with bromine in an ethanolic solution of sodium hydroxide will give…MediumTwo statements
  2. 8 Apr 2026, Shift 2 · Q68Which statements are True ? A. In Hoffmann bromamide degradation, 4 moles of NaOH and 2 moles of Br2\mathrm{Br_2} are consumed per mole of…MediumOther
  3. 30 Jan 2024, Shift 1 · Q77The final product A, formed in the following multistep reaction sequence is : [Scheme: bromobenzene…MediumDiagram basedHas a figure
  4. 6 Apr 2023, Shift 1 · Q76The major product formed in the following reaction is [Reactant: benzene ring bearing ortho CH2CONH2\mathrm{CH_2CONH_2} and COOCH3\mathrm{COOCH_3}…HardDiagram basedHas a figure
  5. 30 Jul 2022, Shift 2 · Q46Which one of the following compounds can be prepared in good yield by Hoffmann bromamide degradation reaction?EasyDiagram basedHas a figure
  6. 25 Jun 2022, Shift 1 · Q78The reaction of R−C(=O)−NH2\mathrm{R-C(=O)-NH_2} with bromine and KOH gives RNH2\mathrm{RNH_2} as the end product. Which one of the following is the…EasySingle correct
  7. 27 Jun 2022, Shift 1 · Q77Given below are two statements : Statement - I : In Hofmann degradation reaction, the migration of only an alkyl group takes place from…MediumTwo statements
  8. 27 Aug 2021, Shift 1 · Q46The major product of the following reaction is : CH3−CH−CH2−CH2−C(=O)−Cl\mathrm{CH_3-CH-CH_2-CH_2-C(=O)-Cl} [CH3 drawn above the CH, O drawn above the C]…MediumDiagram basedHas a figure

Question text from the official JEE Main paper published by NTA; answer from the final answer key. Chapter, topic and idea tags, difficulty and skill are Lumi’s. This question needs a figure we do not reproduce; it is described in words above. Lumi analyses 108 of the 174 JEE Main shifts held from 2017 to 2026.