Chemistry:Tolyltriazole

From HandWiki

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]

Structure

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

Corrosion inhibitor

Environmental relevance

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

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 et al. (2010). "Pan-European survey on the occurrence of selected polar organic persistent pollutants in ground water". Water Research 44 (14): 4115–4126. doi:10.1016/j.watres.2010.05.032. PMID 20554303. Bibcode2010WatRe..44.4115L.