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The following article is from The Great Soviet Encyclopedia (1979). It might be outdated or ideologically biased.



any of three amino derivatives of toluene.

Ortho, meta, and para isomers of toluidines are known (see Table 1). Toluidines are readily soluble in organic solvents but poorly soluble in water; they may be steam-distilled, and they darken (oxidize) upon storage in light in the presence of air.

Toluidines are obtained industrially by the reduction of nitro-toluenes using iron and hydrochloric acid. They are similar to aniline in their chemical properties. They form salts with acids and

Table 1. Selected properties of toluidines
 Melting point (°C)Boiling point (°C)Density at 20°C (g/cm3)
Ortho-toluidine(1,2-). . . . . . . . . .–24,4 (unstable)200.30.9984
Ortho-toluidine (1,6-). . . . . . . . . .–16.25 (stable)200.30.9984
Mete-toluidine(1,3-or 1,5-). . . . . . . . . .–30.4203.40.9891
Para-toluidine (1,4-). . . . . . . . . .44.5–45,0200.551.046

undergo diazotization, acylation, halogenation, sulfonation, and alkylation. Toluidines are used in the manufacture of various dyes.


The Great Soviet Encyclopedia, 3rd Edition (1970-1979). © 2010 The Gale Group, Inc. All rights reserved.
References in periodicals archive ?
As shown in Table-1, the retention and resolution of the phenylamine, 4-methylaniline and 3,5-dimethylaniline derivatives of hydantoin-5-acetic acid on the CHI-DMB column were approximate agreement, and the phenylamine derivative of hydantoin-5-acetic acid would be chosen as a typical sample.
1: the 3-nitroaniline derivative of hydantoin-5-acetic acid, 2: the phenylamine derivative of hydantoin-5-acetic acid, 3: the 4-methylaniline derivative of hydantoin-5-acetic acid, 4: the 3,5-dimethylaniline derivative of hydantoin-5-acetic acid; mobile phase composition on the CHI-DMB column: n-hexane 80%; mobile phase composition on the Chiralcel OD-H column: n-hexane 85%; t 1 : retention time of the first enantiomer; t 2 : retention time of the second enantiomer; Alpha: separation factor; R s : resolution; flow rate: 1.0 ml min -1 ; column temperature: 25 deg C; UV detection wavelength: 254 nm.