Benzotriazole
| Benzotriazole | |
|---|---|
| File:Benzotriazole - numbered.png | |
| Other names 1H-Benzotriazol, 1,2,3-Benzotriazol, BtaH | |
| Identifiers | |
| CAS number | 95-14-7 7px |
| PubChem | 7220 |
| ChemSpider | 6950 7px |
| ChEMBL | CHEMBL84963 7px |
| Jmol-3D images | Image 1 |
| |
| Molecular formula | C6H5N3 |
| Molar mass | 119.12 g mol−1 |
| Hazards | |
| R-phrases | R20/22 R36 R52/53 [1] |
| S-phrases | – |
| R/S statement | – |
| Main hazards | XN [1] |
| Related compounds | |
| Related compounds | Benzimidazole |
| 14px (verify) (what is: 10px/10px?) 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] Synthesis of benzotriazole
Uses
Benzotriazole is a complexing agent and as such is a useful 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 kk:Бензотриазол lv:Benztriazols nl:Benzotriazool ru:Бензотриазол zh:苯并三唑
