JEE Main 2023 · ChemistryMultiple choiceDiagram basedMediumMulti-step

JEE Main 8 April 2023, Shift 1, Chemistry Q74

Question 74 of 90 in this shift, Chemistry question 14 of 30, Section A.

The major product formed in the following reaction is: [reaction: ortho-disubstituted benzene bearing

\mathrm{CH_2CH_2CO_2H}

and

\mathrm{CH_2CO_2Et}

chains]

\xrightarrow[\text{EtOH}]{\text{(i) LiBH}_4}

\xrightarrow{\text{(ii) H}_3\mathrm{O}^+}

major product

The figure, in words

Starting material: benzene ring with two ortho chains, upper chain ending in CO2H (ring-CH2-CH2-CO2H) and lower chain ending in CO2Et (ring-CH2-CO2Et); reagents (i) LiBH4, EtOH; (ii) H3O+. Options are four ortho-disubstituted benzene structures with the chain end groups as written.

(1)[structure: benzene ring with $\mathrm{CH_2CH_2CH_2OH}$ and $\mathrm{CH_2CH_2OH}$ chains]
(2)[structure: benzene ring with $\mathrm{CH_2CH_2CH_2OH}$ and $\mathrm{CH_2CO_2Et}$ chains]
(3)[structure: benzene ring with $\mathrm{CH_2CH_2CO_2H}$ and $\mathrm{CH_2CH_2OH}$ chains]Official answer
(4)[structure: benzene ring with $\mathrm{CH_2CH_2CO_2H}$ and $\mathrm{CH_2CO_2H}$ chains]

Official answer

Option 3

NTA final key.

Chapter: Aldehydes, Ketones and Carboxylic Acids
Topic: Carboxylic Acids and Derivatives
Idea tested: Reduction of Acids

JEE Main 8 April 2023, Shift 1, Chemistry Q74

Same idea in other shifts