Tolidine
Encyclopedia
Tolidine is a group of isomer
Isomer
In chemistry, isomers are compounds with the same molecular formula but different structural formulas. Isomers do not necessarily share similar properties, unless they also have the same functional groups. There are many different classes of isomers, like stereoisomers, enantiomers, geometrical...

ic organic compound
Organic compound
An organic compound is any member of a large class of gaseous, liquid, or solid chemical compounds whose molecules contain carbon. For historical reasons discussed below, a few types of carbon-containing compounds such as carbides, carbonates, simple oxides of carbon, and cyanides, as well as the...

s, the most prevalent of which is 2-tolidine (o-tolidine).

Chemistry

2-Tolidine is slightly soluble in water (1.3 g/L) and has a melting point of 129 °C. It readily forms salts with acids, such as the hydrochloride
Hydrochloride
In chemistry, hydrochlorides are salts resulting, or regarded as resulting, from the reaction of hydrochloric acid with an organic base . This is also known as muriate, derived from hydrochloric acid's other name: muriatic acid....

 which is commercially available. 2-Tolidine can be produced by a benzidine rearrangement from a hydrazine derivative.

Uses

2-Tolidine is a commercially important aromatic amine
Aromatic amine
An aromatic amine is an amine with an aromatic substituent - that is -NH2, -NH- or nitrogen group attached to an aromatic hydrocarbon, whose structure usually contains one or more benzene rings. Aniline is the simplest example....

s used mainly for dye production, but also for the production of certain elastomers. 2-Tolidine is an intermediate for the production of soluble azo dyes and insoluble pigments used particularly in the textile, leather and paper industries.

2-Tolidine also widely used as a reagent or indicator in analytical, clinical and forensic chemistry, such as in the analytical determination of gold.

Safety

2-Tolidine is toxic and possibly carcinogenic. It is listed as an IARC Group 2B carcinogen, meaning it is "possibly carcinogenic to humans".
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