Benzotriazole

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Benzotriazole
Other names 1H-Benzotriazol, 1,2,3-Benzotriazol
Identifiers
CAS number [95-14-7]
PubChem 7220
Properties
Molecular formula C6H5N3
Molar mass 119,13 g/mol
Appearance solid
Density 1,36 g·cm−3 [1]
Melting point

100 °C [2]

Boiling point

350 °C [2]

Solubility in water soluble in water (20 g/l) [2]
Acidity (pKa) 8,37 [2]
Hazards
Main hazards XN [1]
R-phrases R20/22 R36 R52/53 [1]
S-phrases
R/S statement
Related compounds
Related compounds Benzimidazole
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Benzotriazole is an aromatic azole containing two fused rings. Benzotriazoles are also a class of compounds containing the benzotriazole skeleton.

Contents

[edit] Production

Benzotriazole is produced by reaction of o-phenylenediamine, sodium nitrite and acetic acid.[3]

[edit] Uses

Benzotriazole is a complexing agent. It is used as a corrosion inhibitor, an aircraft deicer and anti-icer fluid as well as for silver protection in dishwashing detergents. Benzotriazole skeletons are found in pharmaceuticals such as antifungal, antibacterial, and anthelmintic drugs.

[edit] Environmental relevance

Benzotriazole is fairly well water-soluble, not readily degradable and has a limited sorption tendency. Hence, it is only partly removed in wastewater treatment plants and a substantial fraction reaches surface water like rivers and lakes.[4]

[edit] References

  1. ^ a b c chemdat.info
  2. ^ a b c d SRC PhysProp Database: 1H-Benzotriazole
  3. ^ U.S. Patent 4299965
  4. ^ W. Giger, C. Schaffner, HP. Kohler (2006): Benzotriazole and Tolyltriazole as Aquatic Contaminants. 1. Input and Occurrence in Rivers and Lakes. Environ. Sci. Technol. 40,7186-7192. PMID 17180965