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Saturday, 31 October

JEE Main 2022 · ChemistryMultiple choiceDiagram basedHardApplication

JEE Main 26 July 2022, Shift 1, Chemistry Q76

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

The major product of the following reaction is [figure: benzene ring with OCH3\mathrm{OCH_3} on the top vertex and O2N\mathrm{O_2N} on the adjacent upper-left vertex] →(ii) CH3CH2OH(i) Na/liq.NH3\xrightarrow[\text{(ii) } \mathrm{CH_3CH_2OH}]{\text{(i) Na/liq.}\mathrm{NH_3}}

The figure, in words

Stem: benzene ring with OCH3 and NO2 on adjacent carbons, reagents (i) Na/liq.NH3 (ii) CH3CH2OH. Options are drawn non-aromatic six-membered ring structures; double-bond positions described approximately from the drawing.
  1. (1)[figure: six-membered ring; one ring carbon bears H and O2N\mathrm{O_2N} (sp3), the adjacent ring carbon bears OCH3\mathrm{OCH_3}; two C=C double bonds drawn in the ring (one on the OCH3\mathrm{OCH_3}-bearing carbon, one along the lower-left edge)]Official answer
  2. (2)[figure: six-membered ring; one ring carbon bears H and H2N\mathrm{H_2N} (sp3), the adjacent ring carbon bears OCH3\mathrm{OCH_3}; two C=C double bonds drawn in the ring (one on the OCH3\mathrm{OCH_3}-bearing carbon, one along the lower-left edge)]
  3. (3)[figure: six-membered ring; top ring carbon bears OH, the adjacent left ring carbon bears O2N\mathrm{O_2N}; C=C double bond between these two carbons and a second C=C along the lower-right edge]
  4. (4)[figure: six-membered ring; top ring carbon bears OCH3\mathrm{OCH_3} and H (sp3), the adjacent left ring carbon bears O2N\mathrm{O_2N}; two C=C double bonds drawn along the left and right sides of the ring]

Official answer

Option 1

NTA final key.

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