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Saturday, 31 October

JEE Main 2023 · ChemistryMultiple choiceDiagram basedMediumApplication

JEE Main 10 April 2023, Shift 2, Chemistry Q77

Question 77 of 90 in this shift, Chemistry question 17 of 30, Section A.

In the reaction given below : [figure: H2N−C(=O)−CH(CH3)−C(=CH2)−C(=O)−CH2CH3\mathrm{H_2N-C(=O)-CH(CH_3)-C(=CH_2)-C(=O)-CH_2CH_3}] →(i) LiAlH4, (ii) H3O+\xrightarrow{\text{(i) LiAlH}_4,\ \text{(ii) H}_3\mathrm{O}^+} 'X' The product 'X' is :

The figure, in words

Skeletal structure: H2N-C(=O)- attached to CH(CH3), then C(=CH2), then C(=O) (O drawn below), then CH2CH3. Reagents (i) LiAlH4 (ii) H3O+ give 'X'. Options are skeletal line structures.
  1. (1)[figure: H2N−CH(OH)−CH(CH3)−C(=CH2)−CH(OH)−CH2CH3\mathrm{H_2N-CH(OH)-CH(CH_3)-C(=CH_2)-CH(OH)-CH_2CH_3}]
  2. (2)[figure: H2N−CH2−CH(CH3)−C(=CH2)−CH(OH)−CH2CH3\mathrm{H_2N-CH_2-CH(CH_3)-C(=CH_2)-CH(OH)-CH_2CH_3}]Official answer
  3. (3)[figure: H2N−CH2−CH(CH3)−CH(CH3)−CH(OH)−CH2CH3\mathrm{H_2N-CH_2-CH(CH_3)-CH(CH_3)-CH(OH)-CH_2CH_3}]
  4. (4)[figure: H2N−CH(OH)−CH(CH3)−CH(CH3)−CH(OH)−CH2CH3\mathrm{H_2N-CH(OH)-CH(CH_3)-CH(CH_3)-CH(OH)-CH_2CH_3}]

Official answer

Option 2

NTA final key.

Chapter
Amines
Topic
Alcohols and Phenols
Idea tested
NaBH4 vs LiAlH4 Chemoselectivity

Same topic in other shifts

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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.