{"id":47858,"date":"2023-09-06T11:58:42","date_gmt":"2023-09-06T06:13:42","guid":{"rendered":"https:\/\/thechemistrynotes.com\/?p=47858"},"modified":"2023-09-06T11:58:45","modified_gmt":"2023-09-06T06:13:45","slug":"sandmeyer-reaction-mechanism-applications","status":"publish","type":"post","link":"https:\/\/thechemistrynotes.com\/sandmeyer-reaction-mechanism-applications\/","title":{"rendered":"Sandmeyer Reaction: Mechanism, Applications, Importance, Limitations"},"content":{"rendered":"\n
\"Sandmeyer<\/figure>\n\n\n\n

The Sandmeyer reaction is a form of radical-nucleophilic aromatic substitution process. It’s a valuable tool for replacing an amino group on an aromatic ring with alternative substituents.<\/p>\n\n\n\n

This reaction converts an aromatic amino group (NH2<\/sub>) into a very effective leaving group (N2<\/sub>), which can then be replaced by a variety of nucleophiles. However, because N2<\/sub> is such a good leaving group, the process works best for aromatic amines; alkyl (“aliphatic”) amines<\/a> tend to lose N2<\/sub> too quickly, making the procedure ineffective.<\/p>\n\n\n\n

Traugott Sandmeyer, a Swiss scientist, invented the reaction in 1884 while experimenting to synthesize phenylacetylene (C8<\/sub>H6<\/sub>) from benzene diazonium chloride (C6<\/sub>H5<\/sub>ClN2<\/sub>) and cuprous acetylide (C2<\/sub>CU2<\/sub>). However, as the major product, he obtained phenyl chloride.<\/p>\n\n\n\n

The Sandmeyer reaction is an organic substitution reaction that is used to create an aryl halide from an aryl diazonium salt. A copper(I) halide catalyst, such as chloride, bromide, or iodide ions, is utilized in the Sandmeyer reaction.<\/strong><\/p>\n\n\n\n

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