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Question
Give one chemical test to distinguish between the following pair of compounds.
Secondary and tertiary amines
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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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