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Usage

Uses

Used in Agricultural Industry:
Cis-Chlorfenvinphos is used as an insecticide for controlling a wide range of pests that can damage crops and reduce agricultural productivity. Its application aims to protect crops from insect infestations, thereby ensuring higher yields and better crop quality.
However, due to its high toxicity and potential health and environmental risks, the use of cis-Chlorfenvinphos in agriculture has been increasingly scrutinized, leading to its restriction or ban in many countries. As a result, there is a growing need for safer and more sustainable alternatives in pest management to minimize the reliance on such hazardous chemicals.

InChI:InChI=1/C12H14Cl3O4P/c1-3-17-20(16,18-4-2)19-12(8-13)10-6-5-9(14)7-11(10)15/h5-8H,3-4H2,1-2H3/b12-8-

Upstream product

• 89-75-8 2,4-dichlorobenzoyl chloride 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 
• 2274-66-0 2,2-dichloro-1-(2,4-dichlorophenyl)ethan-1-one 
• 122-52-1 triethyl phosphite 
• 81547-74-2 [2-(2,6-Dichloro-phenyl)-2-oxo-ethyl]-phosphonic acid diethyl ester 

Relevant academic research and scientific papers

Preparation of carbon-14 labeled organophosphate pesticides: Chlorfenvinphos

Synthesis of [vinyl-14C]chlorfenvinphos, utilizing [14C]iodomethane as the source of the label, was accomplished in 28% radiochemical yield by the methylation of 2,4-dichlorobenzoyl chloride, chlorination of the resulting [14C]-2,4-dichloroacetophenone, and condensation of the product with triethylphosphite. The product, isolated as a mixture of E and Z isomere (3.6 and 96.3%, respectively), was obtained in >99% purity and had specific activity 20 mCl/mmol.

REACTIONS OF 2,4- AND 2,6-DICHLOROPHENACYLIDENE HALIDES WITH TRIALKYLPHOSPHITES IN PROTIC SOLVENTS. DIRECT EVIDENCE FOR THE "ENOLATE ANION" PATHWAY

The reactions of 2,6-dichlorophenacyl and 2,6-dichlorophenacylidene chlorides and bromides with trimethyl and triethyl phosphites have been investigated.The reactivity of 2,6-dichlorophenacylidene chloride and bromide towards trialkyl phosphites was compared with that of 2,4-dichlorophenacylidene chloride and bromide.The influence of methanol, acting as a model protic solvent, on the above mentioned processes has also benn investigated.The mechanism of Perkow reaction of sterically hindered α-haloketones with bulky substituents around the carbonyl center is discussed.