Benzotriazole
| Benzotriazole | |
|---|---|
| File:Benzotriazole - numbered.png | |
| Other names 1H-Benzotriazol, 1,2,3-Benzotriazol, btaH | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| CAS number | 95-14-7 
|
| PubChem | 7220 |
| style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
| Molecular formula | C6H5N3 |
| Molar mass | 119.12 g mol−1 |
| 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] |
| style="background: #F8EABA; text-align: center;" colspan="2" | Hazards | |
| R-phrases | R20/22 R36 R52/53 [1] |
| S-phrases | – |
| R/S statement | – |
| style="background: #F8EABA; text-align: center;" colspan="2" | Related compounds | |
| Related compounds | Benzimidazole |
 (what is this?) (verify)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
Benzotriazole is a heterocyclic compound with the formula C6H4N3H. This aromatic is a commonly used corrosion inhibitor. It is a colourless solid that is soluble in polar solvents, including water. Benzotriazoles are also a class of compounds containing the benzotriazole skeleton.
Structure and synthesis
Benzotriazole is classified as an 1,2,3-triazole, i.e. a cyclic compound with the linkage -N=N-NH-. Benzotriazole features two fused rings.
Benzotriazole is produced by reaction of o-phenylenediamine, sodium nitrite and acetic acid. The conversion proceeds via diazotization of one of the amine groups.[3] 600px
Uses
Benzotriazole is a complexing agent and as such is a useful a corrosion inhibitor, e.g. for silver protection in dishwashing detergents and an anti-fog agent in photographic development. Aircraft deicer and anti-icer fluid contain benzotriazole. Benzotriazole derivatives are found in pharmaceuticals such as antifungal, antibacterial, and anthelmintic drugs.
Environmental relevance
Benzotriazole is fairly 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 such as rivers and lakes.[4]
References
- ↑ 1.0 1.1 1.2 chemdat.info
- ↑ 2.0 2.1 2.2 2.3 SRC PhysProp Database: 1H-Benzotriazole
- ↑ Robert A. Smiley “Phenylene- and Toluenediamines” in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi:10.1002/14356007.a19_405
- ↑ 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
fr:Benzotriazole it:1H-benzotriazolo lv:Benztriazols nl:Benzotriazool ru:Бензотриазол zh:苯并三唑
