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JEE Advanced 2023 · Paper 1 · one or more correct

JEE Advanced 2023 Chemistry question on Aldehydes Ketones and Acids

In the following reactions, P, Q, R, and S are the major products.

CH3CH2CH(CH3)CH2CN→(i) PhMgBr, then H3O⊕(ii) PhMgBr, then H2OP\text{CH}_3\text{CH}_2\text{CH(CH}_3)\text{CH}_2\text{CN} \xrightarrow{\substack{\text{(i) PhMgBr, then H}_3\text{O}^\oplus \\ \text{(ii) PhMgBr, then H}_2\text{O}}} \mathbf{P}

Ph-H+CH3CCl∥O→(i) anhyd. AlCl3(ii) PhMgBr, then H2OQ\text{Ph-H} + \text{CH}_3\overset{\displaystyle O}{\overset{\displaystyle \|}{\text{CCl}}} \xrightarrow{\substack{\text{(i) anhyd. AlCl}_3 \\ \text{(ii) PhMgBr, then H}_2\text{O}}} \mathbf{Q}

CH3CH2CCl∥O→(i) 12(PhCH2)2Cd(ii) PhMgBr, then H2OR\text{CH}_3\text{CH}_2\overset{\displaystyle O}{\overset{\displaystyle \|}{\text{CCl}}} \xrightarrow{\substack{\text{(i) }\tfrac{1}{2}\text{(PhCH}_2)_2\text{Cd} \\ \text{(ii) PhMgBr, then H}_2\text{O}}} \mathbf{R}

PhCH2CHO→(i) PhMgBr, then H2O(ii) CrO3, dil. H2SO4(iii) HCN(iv) H2SO4, ΔS\text{PhCH}_2\text{CHO} \xrightarrow{\substack{\text{(i) PhMgBr, then H}_2\text{O} \\ \text{(ii) CrO}_3\text{, dil. H}_2\text{SO}_4 \\ \text{(iii) HCN} \\ \text{(iv) H}_2\text{SO}_4\text{, }\Delta}} \mathbf{S}

The correct statement(s) about P, Q, R, and S is(are)
  1. A.
    Both P and Q have asymmetric carbon(s).
  2. B.
    Both Q and R have asymmetric carbon(s).
  3. C.
    Both P and R have asymmetric carbon(s).
  4. D.
    P has asymmetric carbon(s), S does not have any asymmetric carbon.
Show answer

Correct options: C, D

[JEE Advanced 2023 · Paper 1]

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