Tolyltriazole

Tolyltriazole

5-Methyl-1H-benzotriazole, one of the isomers in tolyltriazole
Names
Other names _-Methyl-1H-benzotriazole (4, 5, 6, 7, mixture)
Identifiers
CAS Number	29385-43-1
ECHA InfoCard	100.045.073
CompTox Dashboard (EPA)	DTXSID0026171
Properties
Chemical formula	C7H7N3
Molar mass	133.154 g·mol−1
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Related compounds
Related compounds	Benzotriazole
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Tolyltriazole is a mixture of isomers or congeners that differ from benzotriazole by the addition of one methyl group attached somewhere on the benzene ring. "The term tolyltriazole (CAS 29385-43-1) generally [refers to] the commercial mixture composed of approximately equal amounts of 4- and 5-methylbenzotriazole, with small quantities of [their respective 7- and 6-methyl tautomers]". ^[1]

Synthesis and reactions

Synthesis is much like that of benzotriazole, but starting with methyl-o-phenylenediamine instead of o-phenylenediamine. Isomers of methyl-o-phenylenediamine include 3-methyl-o-phenylenediamine, 4-methyl-o-phenylenediamine, and N-methyl-o-phenylenediamine (not involved here).

Applications

Tolyltriazole has uses similar to benzotriazole, but has better solubility in some organic solvents.^{[ citation needed ]}

Environmental relevance

Tolyltriazole (and benzotriazole) is a common "polar organic persistent pollutant", often detected at >0.1 μg/L. ^[2]

Related compounds

Hydroxybenzotriazole

References

1. Benzotriazole and Tolyltriazole: Evaluation of health hazards and proposal of health-based quality criteria for soil and drinking water, Environmental Project No. 1526, 2006, 2013, The Danish Environmental Protection Agency, ISBN 9 7 8-87-93026-81-0
2. Loos, Robert; Locoro, Giovanni; Comero, Sara; Contini, Serafino; Schwesig, David; Werres, Friedrich; Balsaa, Peter; Gans, Oliver; Weiss, Stefan; Blaha, Ludek; Bolchi, Monica; Gawlik, Bernd Manfred (2010). "Pan-European survey on the occurrence of selected polar organic persistent pollutants in ground water". Water Research. 44 (14): 4115–4126. Bibcode:2010WatRe..44.4115L. doi:10.1016/j.watres.2010.05.032. PMID   20554303.