Trifloxystrobin

Bezeichnung:Trifloxystrobin

CAS-Nr141517-21-7

Englisch Name:Trifloxystrobin

CBNumberCB3757745

SummenformelC20H19F3N2O4

Molgewicht408.37

MOL-Datei141517-21-7.mol

Trifloxystrobin physikalisch-chemischer Eigenschaften

Schmelzpunkt	72.9°
Siedepunkt	bp~312°
Dichte	1.21±0.1 g/cm3(Predicted)
Flammpunkt	>70 °C
storage temp.	Sealed in dry,2-8°C
Löslichkeit	Chloroform: Slightly Soluble; Methanol: Slightly Soluble
Aggregatzustand	Solid
Farbe	White to off-white
Henry's Law Constant	4.3×10² mol/(m³Pa) at 25℃, MacBean (2012)
Stabilität	Hygroscopic, Moisture Sensitive
Major Application	agriculture environmental
InChI	InChI=1S/C20H19F3N2O4/c1-13(14-8-6-9-16(11-14)20(21,22)23)24-29-12-15-7-4-5-10-17(15)18(25-28-3)19(26)27-2/h4-11,24H,1,12H2,2-3H3/b25-18-
InChIKey	MGNJFZURPQVGJE-BWAHOGKJSA-N
SMILES	C1(=CC=CC=C1CONC(=C)C1C=CC=C(C(F)(F)F)C=1)/C(=N/OC)/C(=O)OC
LogP	5.112 (est)
EPA chemische Informationen	Trifloxystrobin (141517-21-7)

Sicherheit

Kennzeichnung gefährlicher	Xi,N
R-Sätze:	43-50/53
S-Sätze:	24-37-46-60-61
RIDADR	UN3077 9/PG 3
WGK Germany	2
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Aquatic Acute 1 Aquatic Chronic 1 Lact. Skin Sens. 1
Giftige Stoffe Daten	141517-21-7(Hazardous Substances Data)
Toxizität	LD50 in rats (mg/kg): >5000 orally; >2000 dermally; LC50 by inhalation in rats (mg/m3): >4646; LC50 in bobwhite quail (mg/kg): >2000; LC50 in rainbow trout (mg/l): 0.015 (Margot)

Gefahreninformationscode (GHS)

Trifloxystrobin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R43:Sensibilisierung durch Hautkontakt möglich.
R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
S-Sätze Betriebsanweisung:
S24:Berührung mit der Haut vermeiden.
S37:Geeignete Schutzhandschuhe tragen.
S46:Bei Verschlucken sofort ärztlichen Rat einholen und Verpackung oder Etikett vorzeigen.
S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
Chemische Eigenschaften
Off-White to Pale Beige Solid
Verwenden
Trifloxystrobin is a broad-spectrum foliar fungicide used in plant pritection. Trifloxystrobin functions by inhibiting fungal spore germination.
Verwenden
Agricultural fungicide.
Definition
ChEBI: Trifloxystrobin is the methyl ester of (2E)-(methoxyimino)[2-({[(E)-{1-[3-(trifluoromethyl)phenyl]ethylidene}amino]oxy}methyl)phenyl]acetic acid. A foliar applied fungicide for cereals which is particularly active against Ascomycetes, Deuteromycetes and Oomycetes It has a role as a mitochondrial cytochrome-bc1 complex inhibitor and an antifungal agrochemical. It is an oxime O-ether, an organofluorine compound, a methyl ester and a methoxyiminoacetate strobilurin antifungal agent.
Synthese

99705-50-7

133409-72-0

43121-43-3

The general procedure for the synthesis of 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one from 3'-(trifluoromethyl)acetophenone oxime and (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetic acid methyl ester is as follows: Example 13: Synthesis of trioxamate 1. dissolve methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate (315 g, 1.10 mol) in 1500 ml of methyl isobutyl ketone. 2. To the above solution was added Intermediate-II (203.16 g, 1.0 mol) followed by potassium carbonate (145 g, 1.05 mol) at room temperature. 3. The reaction mixture was heated to 115°C and maintained for 12 hours. 4. After completion of the reaction, the mixture was cooled to room temperature and filtered to remove the potassium bromide by-products and excess potassium carbonate. 5. The solid from filtration is washed with methyl isobutyl ketone and can be recycled in the next batch for the preparation of trioxamate. 6. The filtrate was washed with water, dried over anhydrous sodium sulfate and subsequently concentrated under vacuum to give the crude product. 7. The crude product was recrystallized in methanol to give a white trioxamethyltriazine product weighing 348 g in 85% yield and >98% purity.
Stoffwechsel
Trifloxystrobin is described as “mesostemic” due to its ability to redistribute to untreated plant parts through vapor action, limited but effective cuticular penetration, and translaminarmovement by diffusion (30). It is rainfast by virtue of its high affinity for the waxy cuticular layer.
Toxicity evaluation
Trifloxystrobin has an acute oral LD₅₀ > 5,000 and an acute dermal LD₅₀ > 2,000 mg/kg in rats. It is not a skin or eye irritant, is nonmutagenic and nonteratogenic. It shows rapid absorption and elimination in the rat. It has no toxicity to birds in acute studies (LD₅₀ > 2,000 mg/kg) but has an LC50 of 0.015 mg/L in rainbow trout. The bee LD₅₀ = 200 μg/bee. Environmental fate studies show it to be hydrolytically stable at pH 5, with a DT₅₀ of 11.4 weeks at pH 7. It has a photolytic DT₅₀ of 31.5 h at pH 7 (25 C) in water, a soil adsorption coefficient (Koc) of 1,642-3,745 ml/g, and a soil DT₅₀ of 5.4 days under field conditions.
Einzelnachweise
[1] Patent: WO2017/85747, 2017, A2. Location in patent: Page/Page column 21
[2] Patent: WO2013/144924, 2013, A1. Location in patent: Page/Page column 33; 34

Trifloxystrobin Upstream-Materialien And Downstream Produkte

Trifloxystrobin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

141517-21-7, Trifloxystrobin Verwandte Suche:

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