Tolidine

2-Tolidine
File:2-tolidine.svg
IUPAC name 4-(4-Amino-3-methylphenyl)-2-methylaniline
Other names o-Tolidine; Orthotolidine; Diaminoditolyl; Diaminotolyl; Bianisidine; Tolidine blue; 3,3'-Dimethylbenzidine; 4,4'-Bi-o-toluidine
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number	119-93-7
PubChem	8413
SMILES
style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula	C14H16N2
Molar mass	212.29 g mol−1
Density	1.23 g/cm3
Melting point	129 °C, 402 K, 264 °F
Boiling point	300.5 °C, 574 K, 573 °F
Solubility in water	1.3 g/L
style="background: #F8EABA; text-align: center;" colspan="2" | Hazards
R-phrases	R45 R22 R51/53
S-phrases	S53 S45 S61
Flash point	244 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Toludine is a group of isomeric organic compounds, the most prevalent of which is 2-tolidine (o-tolidine).

Chemistry

2-Tolidine is slighly 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 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 amines 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".

References

de:Tolidin