Preparation of m-Nitrobenzenediazonium Perchlorate. Half a gram of m-nitroaniline is suspended in 5 cc. of water in a wide test tube, and 0.5 cc. of concentrated hydrochloric arid and 2.2 cc. of 20% perchloric acid solution arc added. After the nitraniline has dissolved, 15 cc. of water is added ami the solution is cooled by immersing the test tube in a beaker filled with a slurry of cracked icc. One-quarter of a gram of sodium nitrite dissolved in 1 or 2 cc. of water is added in 3 or 4 portions, the mixture being shaken after each addition or stirred with a stirring rod the end of which is covered with a short piece of rubber tubing. After standing in the cold for 5 minutes, the material is transferred to a filter, and the feltlike mass of pale yellow needles is washed with cold water, with alcohol, and with ether. The product is dried in several small portions on pieces of filter paper.
Diazodinitrophenol (DDNP, Dinol)
4,6-Dinitrobenzene-2-diazo-l-oxide, or diazodinitrophenol as it is more commonly called, occupies a place of some importance in the history of chemistry, for its discovery by Griess led him to undertake his classic researches on the diazonium compounds and the diazo reaction. He prepared it by passing nitrous gas into an alcoholic solution of picramic acid, but it is more conveniently prepared by carrying out the diazotization in aqueous solution with sodium nitrite and hydrochloric acid.
Was this article helpful?