Cyfluthrin

In pure form this chemical may be colorless crystalline solid or powder. Commercial is a yellowish paste or viscous, yellowish-brown oil. Aromatic odor.

Preparation of 4-fluoro-3-phenoxybenzaldehyde Using p-chlorotoluene as raw material and aniline as raw material. Preparation of 3-(2, 2-dichlorovinyl)-2, 2-dimethylcyclopropanecarboxylic acid chloride II The synthesis of permethrin can adopt the Sagami method, Farkas method, Sagami, Curalay method, cyclobutanone method, NRDC method, etc. It can be selected according to different needs. The Sagami method (Sagami method) uses 3-methyl-2-butenol and orthoacetate to condense in the presence of a catalyst phosphoric acid at 140-160°C to remove one molecule of alcohol and carry out Claisen rearrangement to produce 3 , 3-Dimethyl-pentenoic acid methyl ester (methyl pentenoate), and then react with carbon tetrachloride in the presence of peroxide to produce 3, 3-dimethyl-4, 6, 6, 6- Methyl tetrachlorohexenoate is then dehydrochlorinated in the presence of sodium methoxide to cyclize raw methyl permethrinate. Farkas method uses 1, 1-dichloro-4-methyl-1, 3-pentadiene to react with diazoacetate in the presence of copper powder or other catalysts to generate permethrin acid. 1, 1-Dichloro-4-methyl-1, 3-pentadiene can be reacted with chloroacetaldehyde and isobutylene, and the reaction product is 1, 1, 1-trichloro-4-methyl-3-pentane En-2-ol and 1, 1, 1-trichloro-4-methyl-4-penten-2-ol. If AlCl3 is used as the catalyst, the former is the main product. Then react with acetic anhydride to obtain 1, 1-dichloro-4-methyl-1, 3-pentadiene containing conjugated double bonds through acetylation, zinc powder reduction, and p-toluenesulfonic acid catalytic isomerization. Sagami-Kuraray method (Sagami-Kuraray method) This is a combination of the Sagami method and the Farkas method. Cyclobutanone method uses α-halocyclobutanone to undergo Favorskii rearrangement in the presence of alkaline substances, thereby reducing the ring to produce cis-permethrin acid. α-Chlorocyclobutanone is prepared from isobutylene, carbon tetrachloride, and acrylic acid. The cyclobutanone method is used to produce dihalothrin, the proportion of cis is 80% to 90%. NRDC method uses Wittig reagent to react with corresponding chrysanthemum acid formaldehyde derivatives to obtain the required chrysanthemum acid derivatives. In this way, the configuration of protochrysanthemum acids can be kept unchanged. Permethrin acid reacts with thionyl chloride to obtain permethrin acid chloride. The synthesis of cyfluthrin: 6.8g 3-(2, 2-dichloroethylene)-2, 2-dimethylcyclopropanecarboxylic acid chloride and 6.5g 4-fluoro-3-phenoxybenzaldehyde are dropped at 20-25℃ Add to a mixture of 2.25 g sodium cyanide, 3.5 mL water, 150 mL n-hexane and 0.75 g tetrabutylammonium bromide. Then, the reaction mixture was stirred at 20-25℃ for 4h, diluted with 800mL toluene, and washed twice with 800mL water. The organic phase was dried with magnesium sulfate, and the solvent was removed under reduced pressure. The residual solvent was distilled off at 60℃/133.3Pa to obtain 10.8 g Cyfluthrin is a viscous oily substance with a yield of 76%. It is also possible to convert 3-phenoxy-4-fluorobenzaldehyde with sodium bisulfite into the corresponding sulfonate, and then combine it with sodium cyanide and 3-(2, 2-dichlorovinyl)-2, 2 -Dimethylcyclopropane carboxylic acid chloride is reacted to produce cyfluthrin with a yield of 95%.

The product is highly effective in killing insects and has a good effect on a variety of scaly larvae. It can also effectively control certain underground pests. Mainly by contact and stomach toxicity, no systemic and fumigation effect. The insecticidal spectrum is broad, the effect is rapid, and the duration is long. It has some egg-killing activity and has a repellent effect on some adults.

Molecular Weight:434.3
XLogP3:6.2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:433.0647770
Monoisotopic Mass:433.0647770
Topological Polar Surface Area:59.3
Heavy Atom Count:29
Complexity:679
Undefined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes