85509-19-9

Basic information

• Product Name: Flusilazole
• Synonyms: (bis(4-fluorophenyl))(methyl)(1h-1,2,4-triazol-1-ylmethyl)-silan;4-triazole,1-((bis(4-fluorophenyl)methylsilyl)methyl)-1h-2;dpx-h6573;flusilazol;fluzilazol;SANCTION;PUNCH;PUNCH(R)
• CAS NO: 85509-19-9
• Molecular Formula: C₁₆H₁₅F₂N₃Si
• Molecular Weight: 315.39
• Product Categories: Fungicide;Special Silanes;ConazolesAlphabetic;Alpha sort;ConazolesPesticides&Metabolites;E-GAlphabetic;F;FA - FL;Fungicides;Pesticides
• Mol File: 85509-19-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 55°
• Boiling Point: 393 °C [760mmHg]
• Flash Point: 192°C
• Appearance: brown-red viscous liquid
• Density: 1.17
• Vapor Pressure: 1.2E-07mmHg at 25°C
• Refractive Index: 1.563
• Storage Temp.: 0-6°C
• PKA: 2.5 at 25℃
• Water Solubility: 900 mg l-1 (pH 1.1), 50 mg l-1 (pH 5.7), 45 mg l-1 (pH 7.8) at 25 °C
• Merck: 13,4232
• BRN: 5824097
• CAS DataBase Reference: Flusilazole(CAS DataBase Reference)
• NIST Chemistry Reference: Flusilazole(85509-19-9)
• EPA Substance Registry System: Flusilazole(85509-19-9)

Safety Data

• Hazard Codes: T;N,N,T
• Statements: 61-22-40-51/53
• Safety Statements: 53-45-61
• RIDADR: UN 2588
• WGK Germany: 3
• RTECS: XZ4105000
• Hazardous Substances Data: 85509-19-9(Hazardous Substances Data)

Usage

Chemical Properties

Brown-red viscous liquid

Uses

Different sources of media describe the Uses of 85509-19-9 differently. You can refer to the following data:
1. Flusilazole is a silicon-containing triazole fungicide. Flusilazole is used to control fungal infections on a variety of fruit and vegetable crops
2. Agricultural fungicide.
3. Flusilazole is a broad spectrum fungicide used to control fungal disease caused by pathogens of the Ascomycetes, Basidiomycetes and Deuteromycetes families. Flusilazole exhibits curative and preventative activities and is recommended for use in agriculture, horticulture and viticulture. Diseases controlled include eyespot, mildew, and rusts of cereals, cercospora and rust of sugar beets, leaf spots of oilseed rape, scab and mildew of pome and stone fruits, mildew and black rot of grapes and Sigatoka disease of bananas.

Metabolic pathway

Flusilazole is stable to aqueous hydrolytic and photolytic degradation. Although flusilazole is relatively stable in soil and is detected in plant and animal samples, numerous degradation products have been reported. The primary metabolic pathway involves the cleavage of the methylenesilicon or/and methylene-triazole linkage. Another primary pathway involves aryl hydroxylation followed by conjugation. The primary metabolic/degradation pathways of flusilazole in soil, plant and animals are presented in Scheme 1.

Degradation

Aqueous hydrolysis and photolysis are not sigruficant degradation pathways for flusilazole (1). Flusilazole was stable (<5% decomposition) in sterile buffers at pH 5, 7 and 9 (25 °C) for 34 days (Cadwgan, 1983). No significant degradation was observed when fusilazole was irradiated with simulated sunlight for 30 days at 300-450 nm in sterile buffer solution at pH 7 (Carter, 1986).

InChI:InChI=1/C16H15F2N3Si/c17-14-5-1-12(2-6-14)16(13-3-7-15(18)8-4-13)22-11-21-10-19-9-20-21/h1-10,16H,11,22H2

Upstream product

• 41253-21-8 sodium triazole 
• 85491-26-5 (chloromethyl)bis(4-fluorophenyl)methylsilane 

Downstream Products

• 113576-68-4 2-{[bis-(4-fluorophenyl)-methyl-silanyl]-methyl}-2,4-dihydro[1,2,4]triazole-3-thione 

Relevant articles and documents

Flusilazole and synthesis method thereof

The invention discloses flusilazole and a synthesis method thereof. The synthesis method comprises the following steps: putting magnesium powder into a Grignard reaction kettle; adding an organic solvent and uniformly stirring; cooling and adding p-fluorobromobenzene in one step; mixing and stirring; dropwise adding the p-fluorobromobenzene, and keeping heat and reacting; cooling and storing to obtain a p-fluorobromobenzene Grignard reagent; raising the temperature of the p-fluorobromobenzene Grignard reagent; dropwise adding methyl chloromethyl dichlorosilane and carrying out heat insulation;recycling an organic solvent under negative pressure to obtain a flusilazole intermediate, magnesium bromide and magnesium chloride; adding DMF (Dimethyl Formamide), stirring, cooling and centrifuging; removing the magnesium bromide and the magnesium chloride to obtain a DMF mother solution; dissolving triazole sodium salt into formamide; adding the DMF mother solution and reacting; recycling theDMF under negative pressure and distilling in vacuum; cooling to obtain the flusilazole. The content of the flusilazole is greater than or equal to 95.0 percent and the yield is 80 to 90 percent; thesynthesis method has the advantages of moderate reaction conditions, safety in operation, low equipment requirements, low cost, no wastewater and easiness for operation and implementation, and is suitable for large-scale production of enterprises.

Synergistic Fungidical Active Substance Combinations

The present invention relates to novel active substance combinations which contain spiroxamine, which is known, a known azole and a known carboxamide and which are very suitable for controlling undesired phytopathogenic fungi.

Fungicide mixtures

A fungicidal mixture comprising a) an oxime ether of the formula I where the substituents have the following meanings: X is oxygen or amino (NH); Y is CH or N; Z is oxygen, sulfur, amino (NH) or C1-C4-alkylamino (N-alkyl); R′ is alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, cycloalkylmethyl, or, if desired, substituted benzyl; a) an oxime ether of the formula I where the substituents have the following meanings: X is oxygen or amino (NH); Y is CH or N; Z is oxygen, sulfur, amino (NH) or C1-C4-alkylamino (N—C1-C4-alkyl); R′ is C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-alkenyl, C2-C6-haloalkenyl, C3-C6-alkynyl, C3-C6-haloalkynyl, C3-C6-cycloalkylmethyl, or is benzyl which can be partially or fully halogenated and/or can have attached to it one to three of the following radicals: cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy and C1-C4-alkylthio; and at least one compound from groups b)-c): b.1) the oxime ether carboxylate of the formula IIa, b.2) the oxime ether carboxamide of the formula IIb, b.3) the methoxyacrylate of the formula IIc, c) one or more azole derivatives in a synergistically active amount.