Fundamentals of Organic ChemistryChemistryCarboxylic Acid Derivatives
Identify the major product formed in the following reaction sequence: (i) SOCl ₂ (ii) CH ₃ CH ₂ OH , H ⁺
Correct answer
2
Step-by-step solution
The given reactant is benzoic acid ( C ₆ H ₅ COOH ). In the first step, benzoic acid reacts with thionyl chloride ( SOCl ₂ ) to undergo a nucleophilic acyl substitution, replacing the hydroxyl group with a chloride ion to form benzoyl chloride. C ₆ H ₅ COOH + SOCl ₂ C ₆ H ₅ COCl + SO ₂ + HCl In the second step, benzoyl chloride reacts with ethanol ( CH ₃ CH ₂ OH ) in an acidic medium. This is an alcoholysis reaction where the acid chloride is converted into an ester. C ₆ H ₅ COCl + CH ₃ CH ₂ OH C ₆ H ₅ COOCH ₂ CH ₃