Learn

Saturday, 31 October

JEE Main 2017 · ChemistryMultiple choiceSingle correctHardMulti-step

JEE Main 2 April 2017 (offline), Chemistry Q59

Question 59 of 90 in this shift, Chemistry question 29 of 30.

The correct sequence of reagents for the following conversion will be : [reaction: 4-formylcyclohexanone (ring bearing C=O at the top and CHO at the bottom) → cyclohexane ring whose top carbon bears HO and CH3\mathrm{CH_3}, and whose bottom carbon bears a CH3\mathrm{CH_3}-substituted carbinol: drawn as HO, CH3\mathrm{CH_3} and CH3\mathrm{CH_3} around the lower substituent]

The figure, in words

Reaction scheme: cyclohexanone with a CHO at C4 (left) to a product (right) labelled with HO and CH3 at the top carbon and HO, CH3 and CH3 at the bottom carbon.
  1. (1)CH3MgBr\mathrm{CH_3MgBr}, [Ag(NH3)2]+OH−\mathrm{[Ag(NH_3)_2]^+OH^-}, H+/CH3OH\mathrm{H^+/CH_3OH}
  2. (2)[Ag(NH3)2]+OH−\mathrm{[Ag(NH_3)_2]^+OH^-}, CH3MgBr\mathrm{CH_3MgBr}, H+/CH3OH\mathrm{H^+/CH_3OH}
  3. (3)[Ag(NH3)2]+OH−\mathrm{[Ag(NH_3)_2]^+OH^-}, H+/CH3OH\mathrm{H^+/CH_3OH}, CH3MgBr\mathrm{CH_3MgBr}Official answer
  4. (4)CH3MgBr\mathrm{CH_3MgBr}, H+/CH3OH\mathrm{H^+/CH_3OH}, [Ag(NH3)2]+OH−\mathrm{[Ag(NH_3)_2]^+OH^-}

Official answer

Option 3

CBSE answer key (25/04/2017, used for result).

Chapter
Aldehydes, Ketones and Carboxylic Acids
Topic
Carboxylic Acids and Derivatives
Idea tested
Reaction of Esters with Grignard Reagents

Same idea in other shifts

Asked 4× in all
  1. 9 Apr 2024, Shift 2 · Q79Major product of the following reaction is [figure: 4-cyanophenyl methyl ester, i.e. benzene ring with CN at one para position and…MediumSingle correctHas a figure
  2. 27 Aug 2021, Shift 2 · Q45Given below are two statements : Statement I : Ethyl pent-4-yn-oate on reaction with CH3MgBr\mathrm{CH_3MgBr} gives a 3∘3^\circ-alcohol.…MediumTwo statements
  3. 22 Jul 2021, Shift 2 · Q46Which one of the following compounds will provide a tertiary alcohol on reaction with excess of CH3MgBr\mathrm{CH_3MgBr} followed by hydrolysis ?MediumDiagram basedHas a figure

Question text from the official JEE Main paper published by NTA (CBSE ran the 2017 exam); 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.