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JEE Advanced 2017Paper 2
Exam
JEE Advanced
Year
2017
Paper
Paper 2
Subject
Chemistry
Chapter
Haloalkanes and Haloarenes

JEE Advanced 2017 · Paper 2 · Chemistry · Haloalkanes and Haloarenes

Paragraph: The reaction of compound P with CH_ 3 MgBr (excess) in...

Paragraph: The reaction of compound P\mathbf{P} with CH3MgBr\mathrm{CH}_{3} \mathrm{MgBr} (excess) in \left(\mathrm{C}_{2} \mathrm{H}_{5}\right)_{2} \mathrm{O}followedbyadditionoffollowed by addition of\mathrm{H}_{2} \mathrm{O}givesgives\mathbf{Q}.Thecompound. The compound\mathbf{Q}ontreatmentwithon treatment with\mathrm{H}_{2} \mathrm{SO}_{4}atat0^{\circ} \mathrm{C}givesgives\mathbf{R}.Thereactionof. The reaction of\mathbf{R}withwith\mathrm{CH}_{3} \mathrm{COCl}inthepresenceofanhydrousin the presence of anhydrous\mathrm{AlCl}_{3} in \mathrm{CH}_{2} \mathrm{Cl}_{2}followedbytreatmentwithfollowed by treatment with\mathrm{H}_{2} \mathrm{O}producescompoundproduces compound\mathbf{S}.[Etincompound. [Et in compound\mathbf{P}isethylgroup]<imgsrc="https://cdn−question−pool.getmarks.app/pyq/jeeadvanced/jk1i4vWEmLmfVlxObEqEiG6x29iyUalyFdb8n2ulsrI.original.fullsize.png"><br><br><strong>Question:</strong>Thereactions,is ethyl group] <img src="https://cdn-question-pool.Quantrex.app/pyq/jee_advanced/jk1i4vWEmLmfVlxObEqEiG6x29iyUalyFdb8n2ulsrI.original.fullsize.png"><br> <br> <strong> Question: </strong> The reactions,\mathbf{Q} to \mathbf{R} and \mathbf{R} to \mathbf{S}, are

Options

  1. ADehydration and Friedel-Crafts acylation
  2. BFriedel-Crafts alkylation, dehydration, and Friedel-Crafts acylation
  3. CAromatic sulfonation and Friedel-Crafts acylation
  4. DFriedel-Crafts alkylation and Friedel-Crafts acylation

Correct answer

D. Friedel-Crafts alkylation and Friedel-Crafts acylation

Step-by-step solution

The reaction of an ester (other than format) with Grignard’s reagent followed by hydrolysis in acidic medium produces a tertiary alcohol. Paragraph: The reaction of compound P with CH_ 3 MgBr (excess) in (C_ 2 H_ 5 )_ 2 O followed by addition of H_ 2 O The dehydration of 3o{3}^{o}-alcohol at OoC{\text{O}}^{\text{o}} \text{C} in the given compound produces an alkyl group in the benzene ring. This compound on reaction with CH3COCl2{\text{CH}}_{\text{3}} {\text{COCl}}_{\text{2}} in CH2Cl2{\text{CH}}_{2} {\text{Cl}}_{\text{2}} and shows Friedel craft's alkylation reaction
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