Diazonium Salts: The Most Versatile Intermediate in Aromatic Chemistry
Organic Chemistry · Aromatic Diazonium Salts: The Most Versatile Intermediate in Aromatic Chemistry One functional group that can be replaced by almost anything, which makes it the standard route to substituents that cannot be installed directly. BSc & MSc · Organic Chemistry · Method The short answer: An aromatic amine treated with nitrous acid at low temperature gives a diazonium salt. Nitrogen is an outstanding leaving group, so the diazonium group can be replaced by halide, hydroxyl, cyano, hydrogen and more — giving access to substitution patterns unreachable by direct electrophilic substitution. Preparation An aromatic primary amine is treated with…