Toluidine

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Related to O-toluidine: o-anisidine

Toluidine

 

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.

B. L. DIATKIN

References in periodicals archive ?
Freshly distilled aniline and o-toluidine monomers were used for the synthesis of copolymer and individual homopolymers.
05 mol) of o-toluidine were dissolved in 100 mL of 1 M HC1 in a 250-mL two-necked glass flask.
An o-toluidine method for body-fluid glucose determination.
Plasma levels of lidocaine and prilocaine were less than 2% of the levels considered toxic, and the metabolite o-toluidine was undetectable in all infants.
One such alert, Request for Assistance in Preventing Bladder Cancer from Exposure to o-Toluidine and Aniline (1), (*) presents new evidence that clearly associates exposure to o-toluidine and aniline with an increased risk for bladder cancer in workers.
o-Toluidine and aniline are aromatic amines used as intermediates in the manufacture of a variety of dyes, pharmaceuticals, pesticides, and chemicals employed in the manufacture of rubber.
The test they perform is a basic serum glucose determination by the O-toluidine method.