Fluazifop-P-butyl
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Fluazifop-P-butyl
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CAS No:
79241-46-6
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Formula:
C19H20F3NO4
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Chemical Name:
Fluazifop-P-butyl
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Synonyms:
Propanoic acid,2-[4-[[5-(trifluoromethyl)-2-pyridinyl]oxy]phenoxy]-,butyl ester,(2R)-;Propanoic acid,2-[4-[[5-(trifluoromethyl)-2-pyridinyl]oxy]phenoxy]-,butyl ester,(R)-;PP 005;Fusilade Super;Fluazifop-P-butyl;Fusilade 2000;(+)-Fluazifop-butyl;Fusilade S;Fusilade II;Fusilade DX;Fusilade forte;IH 773B;ICI-A 0009;ICI-A 0005;Fusilade Max
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CAS No:
Description
light yellow liquid Pale yellow liquid. Odorless.
Fluazifop-P-butyl is a butyl 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate that has R configutation. The active enantiomer of the herbicide fluazifop-butyl, it is used as a post-emergence herbicide for the control grass weeds in various broad-leaved crops. It has a role as an agrochemical, a herbicide and an EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor. It derives from a fluazifop-P. It is an enantiomer of a (S)-fluazifop-butyl.
Characteristics
57.6
3.64
light yellow liquid
1.2±0.1 g/cm3
5 °C
154 °C
>50 °C
1.498
H2O: 1 mg/L at 25 ºC
0-6°C
3.20e-07 mmHg
Oral-Rat LD50: 2712 mg/kg
Combustion produces toxic nitrogen oxides and fluoride gas
194.8 Ų [M+H]+ [CCS Type: TW]|196.88 Ų [M+H]+
Safety Information
UN30829/PG3
3
50/53-63
2-29-36/37-46-60-61
UA2950000
Xn;N,N,Xn
The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials
Stable. Combustible. Incompatible with strong oxidizing agents.
P273-P281-P501
H226-H361d-H410
|Warning|H361d ***: Suspected of damaging the unborn child [Warning Reproductive toxicity]|P201, P202, P273, P281, P308+P313, P391, P405, and P501|H226 (17.67%): Flammable liquid and vapor [Warning Flammable liquids]|P201, P202, P210, P233, P240, P241, P242, P243, P261, P272, P273, P280, P281, P302+P352, P303+P361+P353, P308+P313, P321, P333+P313, P363, P370+P378, P391, P403+P235, P405, and P501|Aggregated GHS information provided by 215 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H361d: Suspected of damaging the unborn child [Warning Reproductive toxicity]
Fluazifop-P-butyl Use and Manufacturing
Preparation of 2-chloro-5-trichloromethylpyridine by post-etherification method. A sufficient amount of chlorine and the preheated vaporized 3-methylpyridine, carbon tetrachloride mixed gas and nitrogen mixture are immediately put into the 350~400℃ In the tubular reactor, the temperature of the vaporization chamber is controlled to 300℃, the nitrogen flow rate is 0.05L/min, the nitrogen flow rate is 0.1L/min, and the mixture of 20mL 3-methylpyridine and 212mL carbon tetrachloride is adjusted to 10-14 drops/15s The speed drops into the vaporization chamber, and the drops are finished within 45 minutes, and the mixed gas residence time is about 10 seconds. The liquid collected at the other end of the reaction tube was washed with water and dilute alkali, and after drying, the solution was removed by distillation under reduced pressure, and then the 85-94°C/266Pa fraction was collected. Or the preparation of 2-chloro-5-trifluoromethylpyridine. Heat 11.2g of roasted antimony trifluoride to 80°C, and pass in dry chlorine gas. When the temperature rises to 120°C, drop 12.3g in 30 minutes 2-Chloro-5-trichloromethylpyridine, slightly boiling reaction for 1h, after cooling, add 15mL concentrated hydrochloric acid, and conduct water vapor distillation, filter the solid, extract the water layer, combine the oil layer, and dry distillation. The purpose of chlorination is to make SbF3 form SbF3Cl2 with stronger fluorination ability, but excessive chlorination products are easy to produce. HF can also be used instead of SbF3. According to reports, with cetyltrimethylammonium bromide as a phase transfer catalyst, 2-chloro-5-trichloromethylpyridine is reacted with potassium fluoride at 142°C for 8 hours to obtain 2-chloro-5 -Trifluoromethylpyridine, the yield is 77%. Niacin can also be used as a raw material for synthesis. With pyridine as the raw material, the current literature reports that the yield is still low. Preparation of 2-(4-hydroxyphenoxy) butyl propionate Put 2.5g hydroquinone and 5.4g powdered potassium carbonate into 25mL acetone and 10mL tetrabutylammonium iodide under the protection of nitrogen. , Add 15mL acetone and 3mL 2-bromobutyl propionate mixture dropwise within 1h. After the dripping, continue the reflux reaction for 24 hours. After the reaction is completed, filter, evaporate the solvent, acidify, and extract (the filtered solid is also treated similarly), then decolor, dry, and distill under reduced pressure to obtain a series of post-treatments to obtain 2-(4-hydroxyl Phenoxy) butyl propionate, the yield is 90%. Synthesis of fluoxyfop-ethyl Mix 2g 2-chloro-5-trifluoromethylpyridine, 2.8g potassium carbonate and 10mL tetrabutylammonium iodide, add 20mL acetone under the protection of nitrogen, heat to reflux, within 1h Add dropwise 20mL acetone and 2.4g 2-(4-hydroxyphenoxy) butyl propionate mixture, reflux and filter the solid, desolventize, acidify (pH value 6-7), extract decolorization, dry desolventize to obtain pyridine The yield of Hecaolin is 76%. Etherification method followed by fluorination method
Calibration instruments and devices; evaluation methods; working standards; quality assurance/quality control; others.
Environmental transformation -> Pesticides (parent, predecessor)
Fluazifop-P-butyl has known environmental transformation products that include 2-Hydroxy-5-(trifluoromethyl)pyridine, 4-[[5-(trifluoromethyl)-2-pyridyl]oxy]phenol, AE F020686, and Fluazifop-P.
Computed Properties
Molecular Weight:383.4
XLogP3:4.5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:9
Exact Mass:383.13444261
Monoisotopic Mass:383.13444261
Topological Polar Surface Area:57.6
Heavy Atom Count:27
Complexity:453
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Latest News on Fluazifop-P-butyl
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