399-42-8

Usage

Uses

Used in Pharmaceutical Industry:
(2,4-DIFLUORO-PHENOXY)-ACETYL CHLORIDE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to introduce acetyl groups into the molecular structure, enhancing the properties and effectiveness of the final drug products.
Used in Agrochemical Industry:
In the agrochemical sector, (2,4-DIFLUORO-PHENOXY)-ACETYL CHLORIDE is utilized as a building block in the creation of pesticides and other crop protection agents, contributing to the development of more effective and targeted solutions for agricultural use.
Used in Organic Chemistry Research:
As a reagent for acetylation reactions, (2,4-DIFLUORO-PHENOXY)-ACETYL CHLORIDE is employed in organic chemistry to add acetyl groups to different functional groups, facilitating the synthesis of a wide range of organic compounds for research and development purposes.
It is crucial to handle (2,4-DIFLUORO-PHENOXY)-ACETYL CHLORIDE with care due to its highly reactive nature, ensuring safety in laboratory environments.

Upstream product

• 367-27-1 2,4-difluorophenol 
• 717-30-6 2-(2,4-difluorophenoxy)acetic acid ethyl ester 
• 399-44-0 2-(2,4-difluorophenoxy)acetic acid 

Downstream Products

• 399-43-9 (2,4-difluoro-phenoxy)-acetic acid amide 
• 826990-50-5 [(2,4-difluorophenoxyacetyl)(cyano)methylene]triphenylphosphorane 
• 826990-56-1 [(2,4-difluorophenoxyacetyl)(ethoxycarbonyl)methylene]triphenylphosphorane 
• 866145-63-3 O,O-dimethyl α-(2,4-difluorophenoxyacetoxy)benzylphosphonate 
• 866145-65-5 O,O-dimethyl α-(2,4-difluorophenoxyacetoxy)-3-nitrobenzylphosphonate 
• 904702-70-1 O-methyl [(2-(2,4-difluorophenoxy)acetoxy)(2-chlorophenyl)methyl]methylphosphinate 
• 366-98-3 (2,4-difluoro-phenoxy)-acetic acid-anhydride 

Relevant academic research and scientific papers

Synthesis and biological activity of 1-(Substituted phenoxyacetoxy)- 1-(pyridin-2-yl or thien-2-yl)methylphosphonates

A series of novel O,O-dimethyl 1-(substituted phenoxyacetoxy)-1-(pyridin-2-yl or thien-2-yl)methylphosphonates 6a-n and 7a-d were synthesized. Their structures were confirmed by IR, 1H NMR, mass spectroscopy, and elemental analyses. The results of preliminary bioassays show that some of the title compounds exhibit moderate to good herbicidal and fungicidal activities. For example, the title compounds 6a, 6c, 6l, 6m, and 7d possess 90-100% inhibition against most of the tested plants at the dosage of 1500 g ai/ha, whereas the title compounds 6b, 6g-h and 6n possess 92-100% inhibition against Fusarium oxysporum, Phyricularia grisea, Botrytis cinereapers, Gibberella zeae, Sclerotinia sclerotiorum, and Cercospora beticola at the concentration of 50mg/L.

Synthesis and herbicidal activity of [(Substituted Phenoxyacetoxy) (Substituted Phenyl)Methyl](Methyl) phosphinates containing fluorine

A series of [(substituted phenoxyacetoxy)(substituted phenyl)methyl] (methyl)phos- phinates containing fluorine were designed and synthesized. All the synthesized compounds were identified by elemental analysis, IR, 1H NMR, mass spectrometry. O-methyl [(2-fluorophenoxyacetoxy)(2,4- dichlorophenyl)methyl](methyl)phosphinate was further analyzed by X-ray single-crystal diffraction. Their herbicidal activity against a set of weed species was examined. Some of the compounds showed potential herbicidal activity, which provided some indications for further studies on structure modification. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

Studies of O,O-Dimethyl α-(2,4-Dichlorophenoxyacetoxy) ethylphosphonate (HW02) as a new herbicide. 1. Synthesis and herbicidal activity of HW02 and analogues as novel inhibitors of pyruvate dehydrogenase complex

On the basis of the previous work for optimization of O,O-diethyl α-(substituted phenoxyacetoxy)alkylphosphonates, further extensive syntheticmodifications were made to the substituents in alkylphosphonate and phenoxymoieties of the title compounds. New O,O-dimethyl α-(substituted phenoxyacetoxy)alkylphosphonates were synthesized as potential inhibitors of pyruvate dehydorogenase complex (PDHc). Their herbicidal activity and efficacy in vitro against PDHc were examined. Some of these compounds exhibited significant herbicidal activity and were demonstrated to be effective inhibitors of PDHc from three different plants. The structure-activity relationships of these compounds including previously reported analogous compoundswere studied by examining their herbicidal activities. Both inhibitory potency against PDHc and herbicidal activity of title compounds could be increased greatly by optimizing substituent groups of the title compounds. O,O-Dimethyl α-(2,4- dichlorophenoxyacetoxy)ethylphosphonate (I-5), which acted as a competitive inhibitor of PDHc with much higher inhibitory potency against PDHc from Pisum sativum and Phaseolus radiatus than from Oryza sativa, was found to be themost effective compound against broadleaf weeds and showed potential utility as herbicide.

Synthesis and herbicidal activity of O,O-dialkyl phenoxyacetoxyalkylphosphonates containing fluorine

A series of substituted phenoxyacetoxyalkylphosphonates bearing fluorine were designed and synthesized. All the new compounds were identified by elemental analysis, IR, 1H NMR and MS and were tested for herbicidal activity in greenhouse at a rate of 1.5 kg/ha. The results of preliminary bioassay showed that fluorine moiety introduced to the core structure could help to improve the herbicidal activity, and compounds with a 3-trifluoromethyl in benzene ring exhibited higher inhibitory activity.

One-pot synthesis of fluorine containing 3-cyano/ethoxycarbonyl-2-methyl- benzo[b]furans

Fluoro-substituted 3-cyano-2-methyl-benzo[b]furans and ethyl 2-methyl-benzo[b]furan-3-carboxylates are conveniently prepared in a single step in good yield by the microwave induced tandem intramolecular Wittig and Claisen rearrangement reactions of the corresponding [(aryloxyacetyl) (cyano) methylene] triphenylphosphorane and [(aryloxyacetyl) (ethoxycarbonyl) methylene] triphenylphosphoranes, respectively. Graphical Abstract