93388-66-0

Usage

Uses

Used in Agriculture:
Fenpropathrin is used as an insecticide and acaricide for controlling pests on various crops such as fruits, vegetables, and ornamentals. It is effective against mites, aphids, thrips, whiteflies, and beetles, helping to protect crops from damage and increase yield.
Used in Environmental Management:
Fenpropathrin can be used in environmental management to control pests that may cause damage to plants in outdoor settings, such as gardens, parks, and other green spaces. Its use can help maintain the health and appearance of these areas.
Used in Integrated Pest Management (IPM) Programs:
Fenpropathrin can be incorporated into Integrated Pest Management (IPM) programs, which aim to reduce the reliance on chemical pesticides by combining various pest control methods. This approach can help minimize the environmental impact of pesticide use while still effectively managing pest populations.

Upstream product

• 61914-47-4 (1R)-trans-3-(2,2-dichloro-1-ethenyl)-2,2-dimethylcyclopropanecarboxylic acid chloride 
• 13826-35-2 3-Phenoxybenzyl alcohol 
• 76984-70-8 C₈H₉Cl₃O 
• 56-23-5 tetrachloromethane 
• 52315-11-4 cis-(-)-3'-phenoxybenzyl-3-formyl-2,2-dimethyl-cyclopropane carboxylate 
• 71565-25-8 (1R,5S)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexan-2-one 
• 69831-14-7 (1R,3R)-(+)-3-(2,2-Dichlorvinyl)-2,2-dimethylcyclopropanecarboxylic acid chloride 
• 61898-95-1 cis,trans methyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate 
• 10361-82-7 samarium(III) chloride 
• 1310-73-2 sodium hydroxide 
• 60066-48-0 Benzyl 2-(β, β-dichlorovinyl)-3,3-dimethylcyclopropanecarboxylate 
• 53874-66-1 3-phenoxybenzyl chloride 
• 61976-18-9 3-ethoxycarbonyl-4,4-dimethyl-5,7,7,7-tetrachloroheptane-2-one 
• 100-44-7 benzyl chloride 

Relevant academic research and scientific papers

IMPROVED METHOD FOR THE SYNTHESIS OF PERMETHRIN

The present invention describes an improved method for the synthesis of substantially pure Permethrin (1) having purity greater than 99.5% by Gas Chromatography (GC). The invention also relates to a purification process of Permethrin by recrystallization from methanol-water mixture.

N-Hydroxyphthalimide-Mediated Electrochemical Iodination of Methylarenes and Comparison to Electron-Transfer-Initiated C-H Functionalization

An electrochemical method has been developed for selective benzylic iodination of methylarenes. The reactions feature the first use of N-hydroxyphthalimide as an electrochemical mediator for C-H oxidation to nonoxygenated products. The method provides the basis for direct (in situ) or sequential benzylation of diverse nucleophiles using methylarenes as the alkylating agent. The hydrogen-atom transfer mechanism for C-H iodination allows C-H oxidation to proceed with minimal dependence on the substrate electronic properties and at electrode potentials 0.5-1.2 V lower than that of direct electrochemical C-H oxidation.

Assignment of absolute configurations of permethrin and its synthon 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid by electronic circular dichroism, optical rotation, and X-ray crystallography

The availability of single stereoisomers of biologically/toxicologically relevant chiral compounds such as the pyrethroid-type insecticide permethrin (PM) and the reliable determination of their absolute configurations are of central importance for the de

Use of prochloraz for wood protection

The active compound prochloraz and fungicidal compositions based on prochloraz are highly suitable for protecting wood and timber products against attack and/or destruction by soft-rot fungi.

Mild, powerful, and robust methods for esterification, amide formation, and thioesterification between acid chlorides and alcohols, amines, thiols, respectively

We developed two efficient practical methods for esterification, amide formation, and thioesterification between acid chlorides and alcohols, amines, thiols, respectively. The present mild and robust reaction was performed by two separate methods both by combining cheap and readily available amines, N-methylimidazole, and N,N,N′,N′-tetramethylethylenediamine (TMEDA). Method A uses catalytic N-methylimidazole and TMEDA with an equimolar amount of K2CO3, whereas Method B uses equimolar amounts of N-methylimidazole and TMEDA. The salient features are as follows. (i) With regard to reactivity, Method B was superior to Method A for esterification and thioesterification, whereas cost-effective Method A was superior to Method B for amide formation. (ii) Amide formation proceeded smoothly between acid chlorides and less nucleophilic and stereocongested amines such as 2,6-dichloroaniline. (iii) This protocol was applied to the successful synthesis of two agrochemicals, bromobutide and carpropamid.

Water solvent method for esterification and amide formation between acid chlorides and alcohols promoted by combined catalytic amines: Synergy between N-methylimidazole and N,N,N′,N′-tetramethylethylenediamine (TMEDA)

An efficient method for esterification between acid chlorides and alcohols in water as solvent has been developed by combining the catalytic amines, N-methylimidazole and N,N,N′,N′-tetramethylethylenediamine (TMEDA). The present Schotten-Baumann-type reaction was performed by maintaining the pH at around 11.5 using a pH controller to prevent the decomposition of acid chlorides and/or esters and to facilitate the condensation. The choice of catalysts (0.1 equiv.) was crucial: the combined use of N-methylimidazole and TMEDA exhibited a dramatic synergistic effect. The catalytic amines have two different roles: (i) N-methylimidazole forms highly reactive ammonium intermediates with acid chlorides and (ii) TMEDA acts as an effective HCl binder. The production of these intermediates was rationally supported by a careful 1H NMR monitoring study. Related amide formation was also achieved between acid chlorides and primary or secondary amines, including less nucleophilic or water-soluble amines such as 2-(or 4-)chloroaniline, the Weinreb N-methoxyamine, and 2,2-dimethoxyethanamine.

Method for producing cyclopropanecarboxylates

There is disclosed a method for producing cyclopropanecarboxylates of the formula (3): by transesterification in the presence of a lanthanoid metal alkoxide

Methods for producing cyclopropane carboxylates

There is provided a method for producing a cyclopropanecarboxylate of formula (3): wherein R1, R2, R3, R4 and R5 each independently represent:a hydrogen atom, halogen atom,an optionally substituted alkyl group and the like; andR7 represents:an optionally substituted alkyl group, and the like,which is characterized byreacting a cyclopropanecarboxylate of the formula (1) wherein R1, R2, R3, R4 and R5 are as defined above, andR6 represents an alkyl group having 1 to 10 carbon atoms or an optionally substituted phenyl group,with a monohydroxy compound of the formula (2):R7OH ??(2) wherein R7 is the same as defined above,in the presence of an alkali metal hydroxide.

Method for producing cyclopropanecarboxylates

There is provided a method for producing a cyclopropanecarboxylate of formula (1):???which comprises contacting???a cyclopropanecarboxylate of formula (2):???with a monohydroxy compound of formula (3):R7OH???in the presence of a lithium compound of formula (4):R8OLiwherein R1, R2, R3, R4and R5each independently representa hydrogen atom, a halogen atom,a substituted or unsubstituted alkyl group,a substituted or unsubstituted alkenyl group, ora substituted or unsubstituted aryl group;R6represents an alkyl group having 1 to 10 carbon atoms ora substituted or unsubstituted phenyl group;R7and R8do not simultaneously represent the same and each independently representa substituted or unsubstituted alkyl group, ora substituted or unsubstituted aryl group.

Thermal decomposition and isomerization of cis-permethrin and β-cypermethrin in the solid phase

The stability to heat of cis-permethrin and β-cypermethrin in the solid phase was studied and the decomposition products identified. Samples heated at 210°C in an oven in the dark showed that, in the absence of potassium chlorate (the salt present in smoke-generating formulations of these pyrethroids), cis-permethrin was not isomerized, although in the presence of that salt, decomposition was greater and thermal isomerization occured. Other salts of the type KXO3 or NaXO3, with X being halogen or nitrogen, also led to a considerable thermal isomerization. Heating the insecticides in solution in the presence of potassium chlorate did not produce isomerization in any of the solvents assayed. Salt-catalysed thermal cis-trans isomerization was also found for other pyrethroids derived from permethrinic or deltamethrinic acid but not for those derived from chrysanthemic acid. The main thermal degradation processes of cis-permethrin and β-cypermethrin decomposition when potassium chlorate was present were cyclopropane isomerization, ester cleavage and subsequent oxidation of the resulting products. Permethrinic acid, 3-phenoxybenzyl chloride, alcohol, aldehyde and acid were identified in both cases, as well as 3-phenoxybenzyl cyanide from β-cypermethrin. A similar decomposition pattern occurred after combustion of pyrethroid fumigant formulations.