NEET2026ChemistryChapterActual
The structure of a specific aromatic ketone is shown below. Which of the following reaction sequences is an INCORRECT method to synthesize this compound as the major product?
Options
- AReaction of benzene with propanoyl chloride in the presence of anhydrous AlCl₃
- BReaction of benzonitrile with ethylmagnesium bromide, followed by acid hydrolysis
- CReaction of benzoyl chloride with diethylcadmium
- DReaction of benzoyl chloride with excess ethylmagnesium bromide, followed by acid hydrolysis
Correct answer
D. Reaction of benzoyl chloride with excess ethylmagnesium bromide, followed by acid hydrolysis
Step-by-step solution
The given compound is propiophenone, Ph-CO-CH₂CH₃ . (A) Benzene reacts with propanoyl chloride in the presence of anhydrous AlCl₃ via Friedel-Crafts acylation to form propiophenone. This is a correct method to synthesize the compound. (B) Benzonitrile ( Ph-CN ) reacts with ethylmagnesium bromide ( CH₃CH₂MgBr ) to form an imine salt, which upon acid hydrolysis yields propiophenone. This is a correct method. (C) Benzoyl chloride ( Ph-COCl ) reacts with diethylcadmium ( (CH₃CH₂)₂Cd ) to form propiophenone. Dialkylcadm