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Question
Give one chemical test to distinguish between the following pair of compounds.
Secondary and tertiary amines
Solution
Secondary and tertiary amines can be distinguished by allowing them to react with Hinsberg’s reagent (benzenesulphonyl chloride, C6H5SO2Cl).
Secondary amines react with Hinsberg’s reagent to form a product that is insoluble in an alkali. For example, N, N−diethylamine reacts with Hinsberg’s reagent to form N, N−diethylbenzenesulphonamide, which is insoluble in an alkali. Tertiary amines, however, do not react with Hinsberg’s reagent.
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\[\begin{array}{cc}
\ce{CH3CN to CH3 - C - CH3}\\
\phantom{...........}||\\
\phantom{...........}\ce{O}
\end{array}\]
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