How to convert Benzamide to acetanilide
Answers
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Answer:
Hoffmann Bromamide reaction is an organic reaction in which a primary amide is changed into a primary amine. The primary amine has one less carbon atom after conversion.
Explanation:
Benzamide (C₆H₅CONH₂) on heating with bromine molecule and sodium hydroxide undergoes Hoffmann bromide reaction to give aniline (C₆H₅NH₂) as the required product. Thus the reaction is as follows below:
C₆H₅CONH₂ + Br₂ + NaOH + Δ → C₆H₅NH₂ + 2NaBr + Na₂CO₃ + 2H₂O
A mixture of aniline (C₆H₅NH₂), glacial acetic acid, acetic anhydride [O(OCCH₃)₂], and zinc dust is refluxed under anhydrous conditions resulting in the formation of the desired product i.e., acetanilide (C₆H₅NHCOCH₃). The reaction is as follows below:
C₆H₅NH₂ + O(OCCH₃)₂ + Zn dust + Δ → C₆H₅NHCOCH₃ + CH₃COOH
Hence, acetanilide is obtained by the conversion of benzamide to aniline first. Then, aniline is further converted into acetanilide.
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