399-42-8

Basic information

• Product Name: (2,4-DIFLUORO-PHENOXY)-ACETYL CHLORIDE
• Synonyms: (2,4-DIFLUORO-PHENOXY)-ACETYL CHLORIDE;TIMTEC-BB SBB011158;acetyl chloride, (2,4-difluorophenoxy)-;2-(2,4-difluorophenoxy)acetyl chloride;2-(2,4-difluorophenoxy)ethanoyl chloride
• CAS NO: 399-42-8
• Molecular Formula: C₈H₅ClF₂O₂
• Molecular Weight: 206.57
• Mol File: 399-42-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2,4-DIFLUORO-PHENOXY)-ACETYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2,4-DIFLUORO-PHENOXY)-ACETYL CHLORIDE(399-42-8)
• EPA Substance Registry System: (2,4-DIFLUORO-PHENOXY)-ACETYL CHLORIDE(399-42-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 399-42-8(Hazardous Substances Data)

Usage

General Description

(2,4-DIFLUORO-PHENOXY)-ACETYL CHLORIDE is a chemical compound with the formula C8H6ClF2O3. It is a derivative of acetic acid and is classified as an acetyl chloride. The compound contains two fluorine atoms attached to a phenyl ring and is commonly used in the synthesis of pharmaceuticals and agrochemicals. It is also utilized in organic chemistry as a reagent for acetylation reactions, where it adds an acetyl group to various functional groups. The compound is a colorless liquid with a strong, pungent odor and is highly reactive, making it important to handle with caution in laboratory settings.

Upstream product

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

Downstream Products

• 399-43-9 (2,4-difluoro-phenoxy)-acetic acid amide 
• 366-98-3 (2,4-difluoro-phenoxy)-acetic acid-anhydride 
• 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 

Relevant articles and documents

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.

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.

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