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Question

(A) The starting material is methyl $p$-methylbenzoate $(CH_3-C_6H_4-COOCH_3)$. The target product is $N$-methyl-$p$-methylbenzamide $(CH_3-C_6H_4-CON

Vedclass · Accepted Answer

$H_3O^{+}$; $SOCl_2$; $CH_3NH_2$

Vedclass · Answer

(A) The starting material is methyl $p$-methylbenzoate $(CH_3-C_6H_4-COOCH_3)$. The target product is $N$-methyl-$p$-methylbenzamide $(CH_3-C_6H_4-CONHCH_3)$.$1$. First,the ester is hydrolyzed using acid $(H_3O^{+})$ to form $p$-methylbenzoic acid $(CH_3-C_6H_4-COOH)$.$2$. Next,the carboxylic acid is treated with thionyl chloride $(SOCl_2)$ to form the corresponding acid chloride $(CH_3-C_6H_4-COCl)$.$3$. Finally,the acid chloride reacts with methylamine $(CH_3NH_2)$ to form the amide $(CH_3-C_6H_4-CONHCH_3)$.Thus,the correct sequence is $H_3O^{+}$; $SOCl_2$; $CH_3NH_2$.

Choose the best sequence of reactions for the transformation given. Semicolons indicate separate reaction steps to be used in the order shown.

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