JEE Advanced2017ChemistryHaloalkanes and HaloarenesActual
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 gives Q . The compound Q on treatment with H ₂ SO ₄ at 0^ C gives R . The reaction of R with CH ₃ COCl in the presence of anhydrous AlCl ₃ in CH ₂ Cl ₂ followed by treatment with H ₂ O produces compound S . [Et in compound P is ethyl group] Question: The reactions, Q to R and R to S , are
Options
- ADehydration and Friedel-Crafts acylation
- BFriedel-Crafts alkylation, dehydration, and Friedel-Crafts acylation
- CAromatic sulfonation and Friedel-Crafts acylation
- 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. The dehydration of 3 o   -alcohol at O o C in the given compound produces an alkyl group in the benzene ring. This compound on reaction with CH 3 COCl 2 in CH 2 Cl 2 and shows Friedel craft's alkylation reaction