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Saturday, 31 October

JEE Main 2023 · ChemistryMultiple choiceSingle correctMediumApplication

JEE Main 12 April 2023, Shift 1, Chemistry Q78

Question 78 of 90 in this shift, Chemistry question 18 of 30, Section A.

The major product 'P' formed in the following sequence of reactions is [figure: Ph−CH=CH−CH2−C(=O)OH\mathrm{Ph-CH=CH-CH_2-C(=O)OH} --(i) SOCl2\mathrm{SOCl_2}, (ii) R−NH2\mathrm{R-NH_2}, (iii) LiAlH4\mathrm{LiAlH_4}, (iv) H3O+\mathrm{H_3O^+}--> 'P' (Major Product)]

The figure, in words

Starting material: benzene ring attached to a CH=CH-CH2-C(=O)OH chain (4-phenylbut-3-enoic acid), reagents (i) SOCl2 (ii) R-NH2 (iii) LiAlH4 (iv) H3O+ giving 'P' (Major Product).
  1. (1)[figure: Ph−CH2CH2CH2−C(=O)−NH−R\mathrm{Ph-CH_2CH_2CH_2-C(=O)-NH-R}]
  2. (2)[figure: Ph−CH=CH−CH2−CH(OH)−NH−R\mathrm{Ph-CH=CH-CH_2-CH(OH)-NH-R}]
  3. (3)[figure: Ph−CH=CH−CH2CH2−NH−R\mathrm{Ph-CH=CH-CH_2CH_2-NH-R}]Official answer
  4. (4)[figure: Ph−CH(NHR)−CH(Cl)−CH2CH2−OH\mathrm{Ph-CH(NHR)-CH(Cl)-CH_2CH_2-OH}]

Official answer

Option 3

NTA final key.

Chapter
Amines
Topic
Carboxylic Acids and Derivatives
Idea tested
Nucleophilic Acyl Substitution

Same idea in other shifts

Asked 4× in all
  1. 8 Apr 2026, Shift 2 · Q67Consider the following reaction. [figure: N-substituted 2-piperidone (six-membered lactam, C=O adjacent to ring N) with N bonded to…HardDiagram basedHas a figure
  2. 2 Apr 2025, Shift 1 · Q67Consider the following molecules : (p) CH3−CH2−C(=O)−Cl\mathrm{CH_3-CH_2-C(=O)-Cl} (q) CH3−CH2−C(=O)−O−C(=O)−CH3\mathrm{CH_3-CH_2-C(=O)-O-C(=O)-CH_3} (r)…EasySingle correctHas a figure
  3. 25 Jun 2022, Shift 2 · Q77Which of the following conditions or reaction sequence will NOT give acetophenone as the major product ?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.