99387-89-0

Basic information

• Product Name: Triflumizole
• Synonyms: Triumizole;(E)-1-(1-((4-Chloro-2-(trifluoromethyl)phenyl)imino)-2-propoxyethyl)-1H-imidazole;Triflumizole;(E)-N-[4-Chloro-2-(trifluoromethyl)phenyl]-1-(1H-imidazol-1-yl)-2-(propyloxy)ethanimine;4-Chloro-N-[(E)-1-(1H-imidazol-1-yl)-2-propoxyethylidene]-2-(trifluoromethyl)aniline;(E)-4-CHLORO-ALPHA,ALPHA,ALPHA-TRIFLUORO-N-(1-IMIDAZOL-1-YL-2-PROPOXYETHYLIDENE)-O-TOLUIDINE;Triflumizole [iso];Triumizole Solution, 1000ppm
• CAS NO: 99387-89-0
• Molecular Formula: C15H15ClF3N3O
• Molecular Weight: 345.75
• Mol File: 99387-89-0.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• Vapor Pressure: 1.86 x 10-4 Pa (25 °C )
• Refractive Index: 1.533
• PKA: 3.7 (base)
• Water Solubility: 12.5 x 103 mg l-1(20 °C )
• CAS DataBase Reference: Triflumizole(CAS DataBase Reference)
• NIST Chemistry Reference: Triflumizole(99387-89-0)
• EPA Substance Registry System: Triflumizole(99387-89-0)

Safety Data

• RIDADR: 3077
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 99387-89-0(Hazardous Substances Data)

Usage

Uses

Triflumizole is used for the control of Gymnospurangum and Venturia spp. in pome fruit, against powdery Erysiphaceae in fruit and vegetables, and against Fusarium, Fulvia and Monilia spp. It is also used as a seed treatment against Helminthospurium, Tilletia and Ustilago spp. in cereals.

Metabolic pathway

Triflumizole is unstable in aqueous solution when exposed to light and it is readily metabolised by plants and animals. The primary route of metabolism is by cleavage of the imidazole ring to give several metabolites which retain the 4-chloro-2-trifluoromethylaniline moiety. The major metabolite in crops, 2, is formed by loss of the imidazole ring.

Degradation

Aqueous solutions of triflumizole are degraded by sunlight with a DT50 of 29 hours. The sole hydrolysis product of triflumizole in the dark is 2, which is formed by loss of the imidazole ring. The major product of photolysis of triflumizole is 4, which is probably formed in the presence of oxygen via 3. This compound was soluble in the solid state but decomposed in solution, even if stored in a refrigerator (Hashimoto et al., 1990).

InChI:InChI=1/C15H15ClF3N3O/c1-2-7-23-9-14(22-6-5-20-10-22)21-13-4-3-11(16)8-12(13)15(17,18)19/h3-6,8,10H,2,7,9H2,1H3

Upstream product

• 288-32-4 1H-imidazole 
• 75-44-5 phosgene 
• 68836-61-3 N-(n-propoxymethylformyl)-4-chloro-α,α,α-trifluorotoluidine 

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