A xrightarrow{PhSO_2Cl} B xrightarrow{KOH} C | vedclass

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Question

(B) The reaction sequence is a characteristic test for primary amines using Hinsberg's reagent $(PhSO_2Cl)$. $1$. $A$ is a primary amine $(RNH_2)$. $2

Vedclass · Accepted Answer

$RNH_2, PhSO_2N(C_2H_5)R$

Vedclass · Answer

(B) The reaction sequence is a characteristic test for primary amines using Hinsberg's reagent $(PhSO_2Cl)$. $1$. $A$ is a primary amine $(RNH_2)$. $2$. $A$ reacts with $PhSO_2Cl$ to form $N$-alkylbenzenesulfonamide ($B$,$PhSO_2NHR$). $3$. $B$ has an acidic hydrogen on the nitrogen atom,so it reacts with $KOH$ to form a water-soluble potassium salt ($C$,$PhSO_2N^-R K^+$). $4$. The salt $C$ undergoes alkylation with ethyl iodide $(C_2H_5I)$ to form $N$-ethyl-$N$-alkylbenzenesulfonamide ($D$,$PhSO_2N(C_2H_5)R$). Therefore,$A$ is $RNH_2$ and $D$ is $PhSO_2N(C_2H_5)R$.

$A$ $\xrightarrow{PhSO_2Cl} B$ $\xrightarrow{KOH} C$ $\xrightarrow{C_2H_5I} D$
$C$ is water soluble.
Correct structures of $A$ and $D$ are:

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$A$ $\xrightarrow{PhSO_2Cl} B$ $\xrightarrow{KOH} C$ $\xrightarrow{C_2H_5I} D$ $C$ is water soluble. Correct structures of $A$ and $D$ are: