131860-33-8

Basic information

• Product Name: Azoxystrobin
• Synonyms: QUADRIS;pyroxystrobin;AMISTAR;Methyl (E)-2-((6-(2-cyanophenoxy)-4-pyrimidinyl)oxy)-alpha-(methoxymethylene)benzeneacetate;AZOXYSTROBIN;ICI A5504;HERITAGE;methyl (E)-2-((6-(2-cyanophenoxy)-4-pyrimidinyl)oxy)-α-(methoxymethylene)benze-neacetate
• CAS NO: 131860-33-8
• Molecular Formula: C₂₂H₁₇N₃O₅
• Molecular Weight: 403.39
• Product Categories: A-BPesticides;AntibioticsAlphabetic;A;Alpha sort;AR to AZ;Fungicides;Pesticides&Metabolites;Agro-Products;Aromatics;Heterocycles;NULL;Pharmaceutical intermediates
• Mol File: 131860-33-8.mol
• Article Data: 50

Chemical Properties

• Melting Point: 118-119°
• Boiling Point: 581.3 °C at 760 mmHg
• Flash Point: 305.3 °C
• Appearance: /
• Density: 1.33
• Vapor Pressure: 1.67E-13mmHg at 25°C
• Refractive Index: 1.626
• Storage Temp.: 0-6°C
• PKA: -0.93±0.18(Predicted)
• Water Solubility: 6g/L at 20℃
• CAS DataBase Reference: Azoxystrobin(CAS DataBase Reference)
• NIST Chemistry Reference: Azoxystrobin(131860-33-8)
• EPA Substance Registry System: Azoxystrobin(131860-33-8)

Safety Data

• Hazard Codes: T;N,N,T
• Statements: 23-50/53
• Safety Statements: 22-45-60-61
• RIDADR: UN 2811
• WGK Germany: 2
• Hazardous Substances Data: 131860-33-8(Hazardous Substances Data)

Usage

Chemical Description

Azoxystrobin is a fungicide used to control various fungal diseases in crops.

InChI:InChI=1/C22H17N3O5/c1-27-13-17(22(26)28-2)16-8-4-6-10-19(16)30-21-11-20(24-14-25-21)29-18-9-5-3-7-15(18)12-23/h3-11,13-14H,1-2H3/b17-13+

Synthetic route

2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl]-3,3-dimethoxypropionic acid methyl ester → azoxystrobin (131860-33-8)

Conditions	Yield
With dimethyl sulfate at 110℃; under 375.038 Torr; for 1.75h;

Upstream product

• 131860-97-4 (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate 
• 611-20-1 salicylonitrile 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 107-21-1 ethylene glycol 
• 1193-21-1 4,6-dichloropyrimidine 
• 143230-42-6 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester 
• 2444-36-2 2'-chloro-benzeneacetic acid 
• 77-78-1 dimethyl sulfate 
• 40800-90-6 3-(α-methoxy)methylene benzofuran-2-(3H)-ketone 
• 913846-53-4 2-[(6-chloro-4-pyrimidinyl)oxy]-benzonitrile 
• 124-41-4 sodium methylate 
• 107-31-3 Methyl formate 
• 74255-21-3 2-hydroxybenzonitrile sodium salt 
• 114077-42-8 (E)-3-methoxy-2-(2-hydroxyphenyl)-acrylic acid methyl ester 

Downstream Products

• 143130-94-3 methyl (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yl]oxyphenyl]-3-methoxyprop-2-enoate 
• 240802-59-9 2-(6-hydroxypyrimidin-4-yloxy)benzonitrile 
• 1185255-09-7 (E)-[2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylic acid 
• 478413-45-5 2-(2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl)acetic acid methyl ester 
• 1193-24-4 4,6-pyrimidinediol 

Related news

Short-term developmental effects and potential mechanisms of Azoxystrobin (cas 131860-33-8) in larval and adult zebrafish (Danio rerio)08/03/2019

Previous study indicated that azoxystrobin had high acute toxicity to zebrafish, and larval zebrafish were more sensitive to azoxystrobin than adult zebrafish. The objective of the present study was to investigate short-term developmental effects and potential mechanisms of azoxystrobin in larva...detailed

Effect of Azoxystrobin (cas 131860-33-8) fungicide on the physiological and biochemical indices and ginsenoside contents of ginseng leaves08/02/2019

BackgroundThe impact of fungicide azoxystrobin, applied as foliar spray, on the physiological and biochemical indices and ginsenoside contents of ginseng was studied in ginseng (Panax ginseng Mey. cv. “Ermaya”) under natural environmental conditions. Different concentrations of 25% azoxystrobi...detailed

Reproductive toxicity of Azoxystrobin (cas 131860-33-8) to adult zebrafish (Danio rerio)08/01/2019

In the past few decades, extensive application of azoxystrobin has led to great concern regarding its adverse effects on aquatic organisms. The objective of the present study was to evaluate the reproductive toxicity of azoxystrobin to zebrafish. After adult zebrafish of both sexes were exposed ...detailed

The fungicide Azoxystrobin (cas 131860-33-8) perturbs the gut microbiota community and enriches antibiotic resistance genes in Enchytraeus crypticus07/31/2019

The use of pesticides to ensure global food security is the most important pest control strategy in modern agriculture but causes extensive soil pollution. This pollution involves potential risks to human health and ecosystems. In addition to soil animal growth, the adverse impact of pesticides ...detailed

Fungicides chlorothanolin, Azoxystrobin (cas 131860-33-8) and folpet induce transcriptional alterations in genes encoding enzymes involved in oxidative phosphorylation and metabolism in honey bees (Apis mellifera) at sublethal concentrations07/30/2019

Fungicides are highly used for plant protection but their molecular and chronic effects are poorly known. Here, we analyse transcriptional effects in the brain of honey bees of three frequently applied fungicides, azoxystrobin, chlorothanolin and folpet, after oral exposure for 24, 48 and 72 h. ...detailed

Influence of droplet size and Azoxystrobin (cas 131860-33-8) insensitivity on frogeye leaf spot management in soybean07/29/2019

Field experiments were conducted in 2014 and 2015 to evaluate the influence of droplet size on foliar fungicide efficacy and leaf residue in soybean infected with Cercospora sojina, the fungal agent of frogeye leaf spot. A fungicide premix of azoxystrobin and difenoconazole was applied using two...detailed

Parental exposure to Azoxystrobin (cas 131860-33-8) causes developmental effects and disrupts gene expression in F1 embryonic zebrafish (Danio rerio)07/28/2019

The fungicide azoxystrobin induces reproductive toxicity in adult zebrafish. However, data are lacking regarding the impact of azoxystrobin in the F1 generation after parental exposure. To address this knowledge gap, parental zebrafish (F0) were exposed to 2, 20 and 200 μg/L azoxystrobin for 21...detailed

Acute toxicity of the fungicide Azoxystrobin (cas 131860-33-8) on the diatom Phaeodactylum tricornutum07/27/2019

Azoxystrobin (AZ) is an effective broad-spectrum fungicide. Due to its extensive application, AZ is detectable in aquatic ecosystems and thus influences aquatic organisms. In this study, the acute toxicity (96 h) of AZ at concentrations of 1.0 mg/L and 5.0 mg/L on the diatom Phaeodactylum tricor...detailed

Preparation and characterization of several Azoxystrobin (cas 131860-33-8) channel solvates07/25/2019

Azoxystrobin is an important strobilurins fungicide. Nine channel solvates of azoxystrobin were obtained for the first time and six of them could be crystallized in single crystals. The crystallographic data, unit cell porosity, Hirshfeld surface, and fingerprint plot were analyzed. These solvate...detailed

Relevant articles and documents

AN IMPROVED PROCESS FOR PREPARATION OF METHYL (2E)-2-(2-{[6-(2-CYANOPHENOXY)PYRIMIDIN-4-YL]OXY}PHENYL)-3-METHOXYACRYLATE

The present invention relates to an improved processses for synthesizing preparing substituted cyanophenoxy-pyrimidinyloxy-phenyl acrylate derivatives. The present invention specifically relates to an improved process for the preparation of methyl (2E)-2-(2-{[6-(2-cyanophenoxy)pyrimidin-4-yl]oxy}phenyl)-3-methoxyacrylate having the following Formula I.

MENUFCACTURING METHOD OF AZOXYSTROBIN

MCMA ((E)- Methyl methyl methyl (2- ((6-chloropyrimidin-4-yl) oxy) phenyl).3 - methoxyacrylate). DABCO (1, 4-diazabicyclo [2.2.2] octane) and 2 - CP (2-cyanophenol) are mixed and fed into a reactor (z) by mixing into azoxystobin a continuous reactor and introducing them into a reactor.

PROCESS FOR THE PREPARATION OF FUNGICIDALLY ACTIVE STROBILURIN COMPOUNDS AND INTERMEDIATES THEREOF

The present invention relates to a process for the preparation of strobilurin of compounds of Formula (I) of and its intermediates using 1,5,7-triazabicyclo[4.4.0]dec-5-ene or salts thereof, or derivatives thereof as a catalyst. The present invention provides the compounds of formula (I) in high yield and high purity.