Nitration

Nitration means the introduction of the nitro group, —N02, into a molecule. It is accomplished: (I) with dilute or concentrated nitric acid; (2) with mixed acid, i. e., a mixture of nitric and sulfuric acid, sometimes containing some water; (3) by first sulfonating the compound and then nitrating the sulfonic acid, thereby splitting out the sulfo group and replacing it by the nitro group (picric acid, see page 150);

(4) by oxidizing with dilute nitric acid a previously formed nitroso com­pound (tropaeoline, see page 275); and (5) by treatment of a diazonium compound with hot, dilute nitric acid, introducing simultaneously a hydroxyl group and a nitro group (e. g., nitrocresol from p-toluidine).

On nitration to produce a dinitro compound, the two nitro groups enter into positions meta to each other, but the reaction product is never uncontaminated (see, e. g., m-dinitrobenzene, page 111).

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