ANILINE AND ITS DERIVATIVES

Aniline (hen enamine) [62-53-3] is the simplest of the primary aromatic amines. It was first produced ia 1826 by dry distillation of indigo. In 1840 the same oily hquid was obtained by heating indigo with potash, and it was given the name aniline. The stmcture of aniline was estabUshed in 1843 with the demonstration that it could be obtained by reduction of nitrobenzene. 

Aromatic amines can be produced by reduction of the corresponding nitro compound, the ammonolysis of an aromatic haUde or phenol, and by direct amination of the aromatic ring. At present, the catalytic reduction of nitrobenzene is the predominant process for manufacture of aniline. To a smaller extent aniline is also produced by ammonolysis of phenol. 

Important analogs of aniline include the toluidines, xyUdines, anisidines, phenetidines, and its chloro-, nitro-. A/-acetyl. A/-alkyl. A/-aryl. A/-acyl, and sulfonic acid derivatives. 

freshly distilled aniline is a colorless, oily Hquid that darkens on exposure to light and air. It has a characteristic sweet, aminelike aromatic odor. Aniline is miscible with acetone, ethanol, diethyl ether, and benzene, and is soluble in most organic solvents. Its soIubiHty characteristics in water are as follows  

The physical properties of aniline are given in Table 1 and vapor pressure data in Table 2.  

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Aniline and its derivatives are so reactive in elec trophilic aromatic substitu tion that special strategies are usually necessary to carry out these reactions effec tively This topic is discussed in Section 22 14... 

AMNES - AMINES, AROMATIC - ANILINE AND ITS DERIVATIVES] (Vol 2) [ANTIBACTERIALAGENTSSYNTHETIC - SULFONAMIDES] (Vol2)... 

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