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Naphthylamines
Naphthylamine or aminonaphthalene can refer to either of two isomeric chemical compounds: * 1-Naphthylamine (1-aminonaphthalene) * 2-Naphthylamine (2-aminonaphthalene) {{Short pages monitor ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
1-Naphthylamine
1-Naphthylamine is an aromatic amine derived from naphthalene. It can cause bladder cancer (transitional cell carcinoma). It crystallizes in colorless needles which melt at 50 °C. It possesses a disagreeable odor, sublimes readily, and turns brown on exposure to air. It is the precursor to a variety of dyes.. Preparation and reactions It can be prepared by reducing 1-nitronaphthalene with iron and hydrochloric acid followed by steam distillation. Oxidizing agents, such as ferric chloride, give a blue precipitate with solutions of its salts. Chromic acid converts it into 1,4-naphthoquinone. Sodium in boiling amyl alcohol reduces the unsubstituted ring, giving tetrahydro-1-naphthylamine. This tetrahydro compound yields adipic acid when oxidized by potassium permanganate. At 200 °C in sulfuric acid, it converts to 1-naphthol. Use in dyes The sulfonic acid derivatives of 1-naphthylamine are used for the preparation of azo dye. These compounds possess the important p ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
2-Naphthylamine
2-Naphthylamine or 2-aminonaphthalene is one of two isomeric aminonaphthalenes, compounds with the formula C10H7NH2. It is a colorless solid, but samples take on a reddish color in air because of oxidation. It was formerly used to make azo dyes, but it is a known carcinogen and has largely been replaced by less toxic compounds.Gerald Booth "Naphthalene Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. . Preparation 2-Naphthylamine is prepared by heating 2-naphthol with ammonium zinc chloride to 200-210 °C, the Bucherer reaction. Its acetyl derivative can be obtained by heating 2-naphthol with ammonium acetate to 270-280 °C. Reactions It gives no color with iron(III) chloride. When reduced by sodium in boiling amyl alcohol solution, it forms tetrahydro-3-naphthylamine, which exhibits the properties of the aliphatic amines in that it is strongly alkaline in reaction, has an ammoniacal odor and cannot be diazotized. On oxidation, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |