The major product formed in the following reaction is $\mathrm{C_6H_5-CH(OH)-CH(CH_3)-CH_2CHO}$ $\xrightarrow[\Delta]{\mathrm{Zn(Hg)/HCl}}$ Major products A. $\mathrm{C_6H_5-CH(OH)-CH(CH_3)-C_2H_5}$ B. $\mathrm{C_6H_5-CH=C(CH_3)-C_2H_5}$ C. $\mathrm{C_6H_5-C(CH_3)=CH-C_2H_5}$ D. [figure: tetrahydrofuran ring bearing $\mathrm{C_6H_5}$ on the ring carbon next to the ring O and $\mathrm{CH_3}$ on the adjacent ring carbon] Choose the correct answer from the options given below:

JEE Main 2023 · ChemistryMultiple choiceOtherMediumMulti-step

JEE Main 11 April 2023, Shift 2, Chemistry Q76

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

The major product formed in the following reaction is

\mathrm{C_6H_5-CH(OH)-CH(CH_3)-CH_2CHO}

\xrightarrow[\Delta]{\mathrm{Zn(Hg)/HCl}}

Major products A.

\mathrm{C_6H_5-CH(OH)-CH(CH_3)-C_2H_5}

\mathrm{C_6H_5-CH=C(CH_3)-C_2H_5}

\mathrm{C_6H_5-C(CH_3)=CH-C_2H_5}

D. [figure: tetrahydrofuran ring bearing

\mathrm{C_6H_5}

on the ring carbon next to the ring O and

\mathrm{CH_3}

on the adjacent ring carbon] Choose the correct answer from the options given below:

The figure, in words

Reaction: C6H5-CH(OH)-CH(CH3)-CH2CHO with Zn(Hg)/HCl, heat gives major products; candidate structures A-D drawn. In C the CH3 is drawn on the carbon bearing C6H5 (C6H5-C(CH3)=CH-C2H5).

(1)B onlyOfficial answer
(2)A only
(3)D only
(4)C only

Official answer

Option 1

NTA final key.

Chapter: Aldehydes, Ketones and Carboxylic Acids
Topic: Alkanes and Free Radicals
Idea tested: Clemmensen Reduction to Alkanes

JEE Main 11 April 2023, Shift 2, Chemistry Q76

Same idea in other shifts