Name | Pyrifenox Podigrol |
Synonyms | Dorado DORADO Furado Corado ro15-1297 ACR 3453A PYRIFENOX (Z)-PYRIFENOX Pyrifenox Podigrol PYRIPHENOX SOLUTION PYRIFENOX PESTANAL (2',4'-DICHLORO- 2-(3 2',4'-dichloro-2-(3-pyridyl)acetophenoneo-methyloxime 2',4'-Dichloro-2-(3-pyridyl)acetophenone O-methyloxime 1-(2,4-Dichlorphenyl)-2-(3-pyridinyl)ethanonO-methyloxim 1-(2,4-Dichlorphenyl)-2-(pyridin-3-yl)ethanonO-methyloxim 1-(2,4-Dichlorophényl)-N-méthoxy-2-(3-pyridinyl)éthanimine 1-(2,4-Dichlorophenyl)-N-methoxy-2-(3-pyridinyl)ethanimine 1-(2,4-dichlorophenyl)-2-(3-pyridinyl)-ethanono-methyloxime 1-(2,4-Dichlorophenyl)-N-methoxy-2-(pyridin-3-yl)ethanimine 1-(2,4-dichlorophenyl)-2-(3-pyridinyl)ethanoneo-methyloxime (1Z)-1-(2,4-dichlorophenyl)-2-pyridin-3-ylethanone O-methyloxime (1E)-1-(2,4-dichlorophenyl)-2-pyridin-3-ylethanone O-methyloxime ethanone, 1-(2,4-dichlorophenyl)-2-(3-pyridinyl)-, O-methyloxime |
CAS | 88283-41-4 |
InChI | InChI=1/C14H12Cl2N2O/c1-19-18-14(7-10-3-2-6-17-9-10)12-5-4-11(15)8-13(12)16/h2-6,8-9H,7H2,1H3/b18-14- |
Molecular Formula | C14H12Cl2N2O |
Molar Mass | 295.16 |
Density | 1.3890 (rough estimate) |
Melting Point | <25℃ |
Boling Point | bp0.1 >150° |
Flash Point | 145°C |
Solubility | Chloroform (Slightly), Methanol (Slightly) |
Vapor Presure | 8.44E-07mmHg at 25°C |
Appearance | neat |
Color | Yellow Thick |
Merck | 13,8073 |
pKa | 4.76±0.10(Predicted) |
Storage Condition | 0-6°C |
Refractive Index | 1.5490 (estimate) |
Physical and Chemical Properties | This product is a slightly aromatic brownish yellow slightly sticky liquid. B. p.>150 ℃ /13.3 Pa, flash point 145 ℃, relatively dense aromatic 1. 28 (20 ℃), vapor pressure 1.9 × 10-3 Pa(25 ℃). Solubility at 20 ℃: acetone, ethyl acetate, chloroform, ether, dimethylformamide, isopropanol, toluene are all> 200g/L, hexane <1g/L, water 115mg/L (pH = 7). Stable at room temperature and UV light. Hydrolyzed at 50°C at pH 3, 7 and 9. |
Hazard Symbols | Xn - Harmful |
Risk Codes | 22 - Harmful if swallowed |
WGK Germany | 3 |
RTECS | KM5772000 |
HS Code | 29333990 |
Toxicity | LD50 in rats (mg/kg): 950 i.p.; 2900 orally; >5000 dermally; LC50 by inhalation in rats: >2.05 mg/l (Zobrist) |
application | pyridine oxime is a protective and therapeutic fungicide developed by a Swiss company, which can prevent and treat ascomycetes, basidiomycetes and many kinds of plant pathogens of seminobacteria. When 5g/100ml (active ingredient) is applied, it can effectively prevent and treat apple black star disease and powdery mildew. |
preparation | 1) 2 ', 4'-dichloro -2-(3-pyridyl) phenylethone oxime (2) preparation: heating 10g2 ', 4'-dichloro -2-(3-pyridyl) phenylethone (l),10g hydrochloric acid light amine, 12g anhydrous sodium carbonate and 100ml methanol to 60 ℃, stirring for 2 hours, after the obtained mixture is treated with water, it is extracted with ethyl acetate, the organic layer is dried with anhydrous sodium sulfate, filtered, and concentrated; the residue is recrystallized with acetone/n-hexane to obtain the intermediate (2) 2)2 ', 4'-Dichloro-2-(3-pyridyl) acetophenone-O-methyl oxime synthesis: the intermediate (2) obtained by the previous reaction is dissolved in 25ml of ethylene glycol bis methyl ether, with 51g of sodium hydride (dispersed in oil with a content of 5%), the mixture is stirred at room temperature for 30min, 2.0g of methyl iodide is added, heated to reflux, and the reflux is maintained for 4h. After the mixture is poured into ice water, acetic acid is extracted, the organic layer is dried with anhydrous sodium sulfate, filtered, the filtrate is concentrated under reduced pressure, and the crude product is refined by column chromatography to obtain pyridine oxime. |
toxicity | acute oral LD502900mg/kg, acute percutaneous LD50>5000 mg/kg, peritoneal injection LD50950mg/kg, acute inhalation LC50>2.05mg/L in rats. There is slight irritation to the eyes of guinea pigs and rabbits, and there is no potential skin allergy to guinea pigs. Animal experiments have no potential mutagenicity, teratogenicity and embryotoxicity. Carp LC5012.2mg/L, steelhead trout 7.1mg/L, large fin scale gill sunfish 6.6mg/L, Daphnia 3.6mg/L. The acute oral LD50 of wild duck and North American quail is> 2000mg/kg. Bees LD5059g per mouth and contact LD5070g per bee. |
chemical properties | this product is a slightly aromatic brownish yellow slightly viscous liquid. B. p.>150 ℃ /13.3 Pa, flash point 145 ℃, relatively dense aromatic 1. 28 (20 ℃), vapor pressure 1.9 × 10-3 Pa(25 ℃). Solubility at 20 ℃: acetone, ethyl acetate, chloroform, ether, dimethylformamide, isopropanol, toluene are all> 200g/L, hexane <1g/L, water 115mg/L (pH = 7). Stable at room temperature and UV light. Hydrolyzed at 50°C at pH 3, 7 and 9. |
use | broad-spectrum fungicide with protective, therapeutic and systemic effects. Biochemical studies have found that this agent is an ergosterol biosynthesis inhibitor, which strongly prevents 14C-demethylation. It can effectively prevent and control the growth of ascomycetes, basidiomycetes and semi-known fungi on crops or fruits such as bananas, grapes, peanuts, ornamental plants, kernel fruits, vegetables, etc. With a low dose of 30~250g active ingredients/hm2, it has strong therapeutic and protective activity. Foliar spraying can quickly penetrate into the leaves, 1~3 h after application of rain does not affect the efficacy. It can be used for seed treatment and root application, indicating that there is systemic, and the active component can be transported to the top in the xylem duct. If 50mg/L active ingredient is applied, apple scab can be controlled. Application of 37.5~50g/hm2 can prevent grape powdery mildew. Application of 70~140g/h m2 can prevent and control peanut early leaf spot and late leaf spot. The application range of pyridine oxime may be extended to field crops. an agricultural fungicide. |
Production method | Using α-pyridine acetate and ethyl 2, 4-dichlorobenzoate as raw materials, through condensation and oxime To obtain pyridine oxime. |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |