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Saturday, 31 October

JEE Main 2020 · ChemistryMultiple choiceDiagram basedMediumMulti-step

JEE Main 4 September 2020, Shift 1, Chemistry Q39

Question 39 of 75 in this shift, Chemistry question 14 of 25.

An organic compound (A) (molecular formula C6H12O2\mathrm{C_6H_{12}O_2}) was hydrolysed with dil. H2SO4\mathrm{H_2SO_4} to give a carboxylic acid (B) and an alcohol (C). 'C' gives white turbidity immediately when treated with anhydrous ZnCl2\mathrm{ZnCl_2} and conc. HCl. The organic compound (A) is :

The figure, in words

All four options are skeletal line drawings, each with a double bond to O and a single bond to a second O; no names or formulas are printed.
  1. (1)[figure: line structure: a line from the lower left to a carbon that has a double bond to O drawn above it and a single bond to an O at lower right; that O is bonded to a carbon from which three further single lines go out (one up, one down, one to the lower right)]Official answer
  2. (2)[figure: line structure: a line from the lower left to a carbon that has a double bond to O drawn above it and a single bond to an O at lower right; that O is bonded to a carbon which has one line going up and a chain going down-right then up-right (a two-segment zigzag)]
  3. (3)[figure: line structure: a line from the lower left to a carbon that has a double bond to O drawn above it and a single bond to an O at lower right; that O is bonded to a vertex with one line going up-right, which leads to a vertex with two further lines, one going up-right and one going straight down]
  4. (4)[figure: line structure: a two-segment zigzag from the lower left to a carbon that has a double bond to O drawn above it and a single bond to an O at lower right; that O is bonded to a three-segment zigzag going to the right]

Official answer

Option 1

NTA final key (Sep 2020).

Same idea in other shifts

Asked 3× in all
  1. 4 Apr 2026, Shift 2 · Q70Match the LIST-I with LIST-II List-I (Compound): A. [figure: cyclohexane ring bearing OH] B. [figure: cyclohexane ring bearing NH2] C.…MediumMatch the listHas a figure
  2. 2 Sep 2020, Shift 2 · Q45Two compounds A and B with same molecular formula (C3H6O\mathrm{C_3H_6O}) undergo Grignard’s reaction with methylmagnesium bromide to give…MediumSingle correctHas 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.