PYRIFENOX Chemical Properties

Melting point:

<25℃

Boiling point:

bp0.1 >150°

Density 

1.3890 (rough estimate)

refractive index 

1.5490 (estimate)

Flash point:

145 °C

storage temp. 

0-6°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

4.76±0.10(Predicted)

color 

Yellow

Merck 

13,8073

Major Application

agriculture
environmental

InChI

1S/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-

InChIKey

CKPCAYZTYMHQEX-JXAWBTAJSA-N

SMILES

CO\N=C(\Cc1cccnc1)c2ccc(Cl)cc2Cl

CAS DataBase Reference

88283-41-4

EPA Substance Registry System

Pyrifenox (88283-41-4)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

RTECS 

KM5772000

HS Code 

29333990

Storage Class

10 - Combustible liquids

Hazard Classifications

Acute Tox. 4 Oral

Toxicity

LD50 in rats (mg/kg): 950 i.p.; 2900 orally; >5000 dermally; LC50 by inhalation in rats: >2.05 mg/l (Zobrist)

PYRIFENOX Usage And Synthesis

Chemical Properties

This product is a brownish yellow slightly viscous liquid with slightly aromatic odor. b.p.>150℃/13.3 Pa, flash point 145℃, relative density Fang1.28 (20℃), vapor pressure 1.9×10-3 Pa (25℃). 20℃ solubility: acetone, ethyl acetate, chloroform, ether, dimethylformamide, isopropanol, toluene are>200g/L, hexane< ;1g/L, water 115mg/L (pH=7). Stable at room temperature and under UV light. Hydrolyzed at 50°C at pH 3, 7 and 9.

Uses

Agricultural fungicide.

Definition

ChEBI: An oxime O-ether that is the O-methyloxime of 2',4'-dichloro-2-(3-pyridyl)acetophenone. A fungicide used for control of powdery mildew, scab and other fungal pathogens on a range of crops.

Synthesis

1) Preparation of 2' , 4 ` -dichloro-2 -( 3 - pyridinyl) acetophenone oxime ( 2): 10g of 2', 4'-dichloro-2-(3-pyridinyl) acetophenone (l), 10g of leucoammonium hydrochloride, 12g of anhydrous sodium carbonate and 100ml of Methanol was heated to 60??C and the reaction was stirred for 2 h. The resulting mixture was treated with water and extracted with ethyl acetate, the organic layer was dried with anhydrous sodium sulfate, filtered, and concentrated; the residue was recrystallized with acetone/n-hexane to obtain the intermediate (2) 2) Synthesis of 2`,4'-dichloro-2-(3-pyridyl)acetophenone-O-methyl oxime: the intermediate (2) obtained from the reaction of the previous step was dissolved in 25 ml of ethylene glycol bis(methyl ether), with 51 g of sodium hydride (dispersed in oil, content of 5%), and this mixture was stirred at room temperature for 30 min, and then added 2.0 g of Iodomethane, heating to reflux, keep refluxing 4h, the mixture is poured into ice water, acetate ethyl cool extraction, the organic layer is dried with anhydrous sodium sulfate, filtration, filtrate concentration under reduced pressure, the crude product by column chromatography refinement that is the amidinium zebra oxime.

PYRIFENOX(88283-41-4)Related Product Information

• PYRIFENOX,(Z)-PYRIFENOX
• (E)-PYRIFENOX,(E)-PYRIFENOX STANDARD
• pyrifenox-mancozeb