Tolyltriazole

Chemical compound From Wikipedia, the free encyclopedia

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]

Quick facts Names, Identifiers ...
Tolyltriazole
Skeletal formula of tolyltriazole
5-Methyl-1H-benzotriazole, one of the isomers in tolyltriazole
Names
Other names
_-Methyl-1H-benzotriazole (4, 5, 6, 7, mixture)
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.045.073 Edit this at Wikidata
EC Number
  • 5-methyl: 205-265-8
  • 4-methyl: InChI=1S/C7H7N3/c1-5-3-2-4-6-7(5)9-10-8-6/h2-4H,1H3,(H,8,9,10)
    Key: CMGDVUCDZOBDNL-UHFFFAOYSA-N
  • 5-methyl: InChI=1S/C7H7N3/c1-5-2-3-6-7(4-5)9-10-8-6/h2-4H,1H3,(H,8,9,10)
    Key: LRUDIIUSNGCQKF-UHFFFAOYSA-N
  • 4-methyl: Cc1cccc2[nH]nnc12
  • 5-methyl: Cc1ccc2nn[nH]c2c1
Properties
C7H7N3
Molar mass 133.154 g·mol−1
Hazards
GHS labelling:
GHS07: Exclamation markGHS09: Environmental hazard
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).
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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

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

Corrosion inhibitor

Environmental relevance

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

References

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