Diphenylamine
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Diphenylamine
Diphenylamine ((N-phenyl)-aniline) — a substance with the formula (С6Н5)2NN, molar mass of which is equal to 169,23.
Colorless crystals, darkening in the light. The melting point of 54-55 °C, boiling point 302 °C. Easily soluble in diethyl ether, benzene, acetone, carbon tetrachloride. Solubility at 25 °C in 100 g ethanol and 44 g of methanol in 57.5 g of water, 0.03 g.
With concentrated mineral acids diphenylamine forms salts, hydrolyzed by dilute acids and water. Atom N associated with the Nmay be substituted by atom alkali metal; replaced by alkyl, aryl or acyl happens harder than aniline, for example N-acetylethanolamine is formed by acetylation of diphenylamine with acetic anhydride in presence of NClO4 at 80-100 °C. Diphenylamine easy nitrosorbide when interacting with HNO2 to N-nitrosodiphenylamine, niruetsya much easier benzene to dinitropropane, halogenides to Tetra - and hexachloropropane, easy alkiliruyutza in the presence of acid catalysts in parapalegia.
In industry diphenylamine is produced by interaction of equimolar quantities of aniline hydrochloride with aniline (catalyst HClAndlCl3, NH4BF4 or other) in the autoclave at 300 °C (yield 50-60 %) or by passing the vapour of aniline (400 °C) using Al2 O 3, clean fractional distillation or recrystallization from butanol.
Diphenylamine — the initial product in the manufacture of antioxidants for polymers; stabilizer and deterrent, thermal and weather resistance of the nitrates of cellulose, including pyroxylin gunpowder; the intermediate product in the synthesis of bases and azo dyes, insecticides; inhibitor of corrosion of mild steel.
Used in analytical chemistry for the detection of ions and other oxidizing agents, as redox indicator (E0 = + 0.75 V).
Applies to:
– how the initial product in the manufacture of antioxidants for polymers;
– when the production of vulcanization accelerators and antioxidants for rubber;
as stabilizer, thermal and weather resistance of the nitrates of cellulose, including pyroxylin gunpowder;
– how intermediate product in the synthesis of bases and azo dyes, insecticides;
– how inhibitor of corrosion of mild steel.
Diphenylamine is original product, which is used in manufacturing different kinds of antioxidants for polymers. Also diphenylamine acts as a stabilizer and deterrent heat resistance and weatherability of cellulose nitrate in industry.
With of diphenylamine get various salts used in the chemical industry and in the workplace. Acts this substance and the intermediate product in the synthesis of bases dyes, azo dyes.
Diphenylamine is an inhibitor of the corrosion of soft metals. Often this substance involved in analytical chemistry — it allows you to detect ions and other the oxidizing agents.
Is the redox indicator. Diphenylamine easily soluble in diethyl ether, benzene, acetone, carbon tetrachloride.
Another the scope of application of diphenylamine — medicine. This substance may be antiparasitic insecticide agent in the treatment of head lice.
Diphenylamine not explosive, but it is necessary to avoid heating of the powder. Keep substance away from moisture.
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