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CUET · CHEMISTRY · PYQ PAPER 2023

Answer the questions on the basis of passage given below :
As aldehydes ketones possess the carbonyl functional group, they show similar reactions. They exhibit nucleophilic addition reactions, reduction, oxidations, reactions due to alpha-Hydrogen atom, and many other reactions, like Cannizzaro reaction to electrophilic substitution reactions (in case of aromatic aldehydes ketones).
These reactions help in the preparation of a number of important compounds, like acetic acid, vinyl acetate, polymers and in perfume and dye industries.
Nucleophilic addition reactions form cyanohydrins, acetals, alcohols and N -substituted derivatives like imine, oxime, semicarbazone, phenylhydrazone Schiff's base. Reactions due to alpha-hydrogen atoms help in formation of aldols and alpha, beta-unsaturated aldehydes ketones.
Which of the following combinations of Grignard's reagent and carbonyl compound can give \(C _6 H _5- C ( OH )\left( CH _3\right)- CH \left( CH _3\right)_2\)
A. \(C _6 H _5 CH _2 MgBr +\left( CH _3\right)_2 CH - CHO\)
B. \(C _6 H _5 MgBr + CH _3- CO - CH \left( CH _3\right)_2\)
C. \(CH _3 MgBr + C _6 H _5- CO - CH \left( CH _3\right)_2\)
D. \(C _6 H _5- CO - CH _3+\left( CH _3\right)_2 CHMgBr\)
E. \(C _6 H _5 CH ( MgBr ) CH _3+\left( CH _3\right)_2 CO\)
Choose the correct answer from the option given below :

  1. A A, B and C only
  2. B A, E and C only
  3. C E, B, D and C only
  4. D B, C and D only
Verified Solution

Answer & Solution

Correct Answer

(D) B, C and D only

Step-by-step Solution

Detailed explanation

The target alcohol is \(C_6H_5 - C(OH)(CH_3) - CH(CH_3)_2\). A tertiary alcohol is formed by the reaction of a Grignard reagent with a ketone. For option B: \(C_6H_5 MgBr + CH_3 - CO - CH(CH_3)_2 \rightarrow C_6H_5 - C(OH)(CH_3) - CH(CH_3)_2\). (Correct) For option C:…
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