Flutolanil

Bezeichnung:Flutolanil

CAS-Nr66332-96-5

Englisch Name:Flutolanil

CBNumberCB9478268

SummenformelC17H16F3NO2

Molgewicht323.31

MOL-Datei66332-96-5.mol

Synonyma

alpha,alpha,alpha-Trifluor-3'-isopropoxy-o-toluanilid

N-(3-(1-Methylethoxy)phenyl)-2-(trifluormethyl)benzamid

Flutolanil physikalisch-chemischer Eigenschaften

Schmelzpunkt	108° (Araki, Yabutani); mp 104-105° (Araki, 1985)
Siedepunkt	339.1±42.0 °C(Predicted)
Dichte	1.2463 (estimate)
Dampfdruck	6.5 x 10^-6 Pa (25 °C)
storage temp.	0-6°C
Löslichkeit	Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
Wasserlöslichkeit	6.53 mg l^-1 (20 °C)
pka	12.44±0.70(Predicted)
Farbe	White to Pale Orange
InChI	InChI=1S/C17H16F3NO2/c1-11(2)23-13-7-5-6-12(10-13)21-16(22)14-8-3-4-9-15(14)17(18,19)20/h3-11H,1-2H3,(H,21,22)
InChIKey	PTCGDEVVHUXTMP-UHFFFAOYSA-N
SMILES	C(NC1=CC=CC(OC(C)C)=C1)(=O)C1=CC=CC=C1C(F)(F)F
LogP	3.700
EPA chemische Informationen	Flutolanil (66332-96-5)

Sicherheit

RTECS-Nr.	CV5581320
Giftige Stoffe Daten	66332-96-5(Hazardous Substances Data)
Toxizität	LD50 in male and female rats, male and female mice (mg/kg): >10,000, >10,000 orally; in male and female rats (mg/kg): >5000 dermally (Araki)

Gefahreninformationscode (GHS)

Flutolanil Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD
FARBLOSE BIS WEISSE KRISTALLE.
CHEMISCHE GEFAHREN
Zersetzung beim Verbrennen unter Bildung giftiger und ätzender Rauche mit Fluorwasserstoff, Stickstoffoxiden und Kohlenmonoxid.
ARBEITSPLATZGRENZWERTE
TLV nicht festgelegt (ACGIH 2005).
MAK nicht festgelegt (DFG 2005).
INHALATIONSGEFAHREN
Verdampfen bei 20°C vernachlässigbar; eine belästigende Partikelkonzentration in der Luft kann jedoch beim Versprühen oder Dispergieren schnell erreicht werden, besonders als Pulver.
LECKAGE
NICHT in die Umwelt gelangen lassen. Verschüttetes Material in abdichtbaren Behältern sammeln; falls erforderlich durch Anfeuchten Staubentwicklung verhindern. Reste sorgfältig sammeln. An sicheren Ort bringen. Persönliche Schutzausrüstung: Atemschutzgerät, P1-Filter für inerte Partikel.
Verwenden
Flutolanil is a fungicide that has been used for controlling brown patch on creeping bentgrass fairways.
Verwenden
Flutolanil is used to control Basidiomycetes diseases in rice, cereals, sugar beet and other crops.
Verwenden
Agricultural fungicide.
Application
Flutolanil 40SC Fungicide is a systemic fungicide for control of Basidiomycete diseases on turf. This product has shown excellent safety on Kentucky bluegrass, annual bluegrass, annual and perennial ryegrass, red fescue, tall fescue, bentgrass, Bermudagrass, zoysiagrass, and St. Augustine grass. Flutolanil 40SC Fungicide may be tank mixed with other labeled fungicides.
Definition
ChEBI: Flutolanil is a member of the class of benzamides, obtained by formal condensation of the carboxy group of 2-(trifluoromethyl)benzoic acid with the amino group of 3-(ispropyloxy)aniline. A fungicide used to control a range of pathogens especially Rhizoctonia spp. on rice, turf and other crops. It has a role as an EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor and an antifungal agrochemical. It is a member of benzamides, an aromatic ether, a member of (trifluoromethyl)benzenes and a benzanilide fungicide.
Handelsname
MONCUT
Sicherheitsprofil
Low toxicity by ingestion, skincontact, intraperitoneal, and subcutaneous routes. Whenheated to decomposition it emits toxic vapors of NOx andF??.
Stoffwechselwegen
Flutolanil is an analogue of mepronil in which the methyl group is replaced by trifluoromethyl. Both compounds have systemic activity. This change in structure should render flutolanil more biostable by hindering hydrolysis and removing the option of methyl hydroxylation and further oxidation. This seems to be borne out in practice in that most of the metabolism of flutolanil occurs via O-dealkylation and aryl hydroxylation. Hydrolysis has not been detected.
Degradation
Flutolanil is a stable arylamide with no particularly weak link in its comparatively simple chemistry. It is stable over the pH range 3-11 and it is stable to heat (PM). It is stable in sunlight (PM) but it was slowly degraded in 50% aqueous ethanol solution irradiated with a high pressure mercury lamp whilst bubbling oxygen through the solution (Tsao and Eto, 1991). The study was conducted using non-radiolabelled compound. No degradation occurred in the absence of oxygen. Even under these conditions, the addition of photosensitisers was required to give a reasonable amount of breakdown. With 5% acetone in the solution, 20% degradation was obtained in 8 hours. Almost no decomposition occurred on a glass surface in 8 hours unless a sensitiser (e.g. benzophenone) was added. This gave 40% decomposition.
The products in solution and on surfaces were different, as shown in Scheme 1. The major product (80%) in solution was 2-(trifluoromethyl)- benzamide (2). The benzoic acid (3) was identified as a minor product. The N-ethoxycarbonyl derivative (4) was due to reaction with the solvent. Amide bond cleavage was postulated to occur via oxidation in the aniline ring (Tsao and Eto, 1991; Yumita et al., 1984). The resulting phenolic products and anilines were converted into unidentified polar polymers.
No product 2 was obtained by irradiation on a glass surface (Tsao and Eto, 1991). Under these conditions 3'-hydroxy-2-(trifluoromethyl)benzanilide (5), i.e. dealkylated flutolanil, and a rearrangement product (6) were the main products. Flutolanil is therefore an extremely stable compound which undergoes slow photo-oxidation rather than aqueous photolysis.
Mode of action
Flutolanil is a SDHI (Succinate-dehydrogenase inhibitor) with narrow spectrum. Flutolanil has inhibitory effect against development of each step of the infection cycle. Inhibition of invasion from sclerotium and mycelial growth result in preventive and curative effect in infection, respectively。

Flutolanil Upstream-Materialien And Downstream Produkte

Flutolanil Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

66332-96-5, Flutolanil Verwandte Suche:

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