215655-76-8

Upstream product

• 3757-76-4 sodium 2,4-dichlorophenolate 
• 187973-21-3 chloro-acetic acid 1-(dimethoxy-phosphoryl)-ethyl ester 
• 10184-66-4 dimethyl (1-hydroxyethyl)phosphonate 
• 774-74-3 2-(2,4-dichlorophenoxy)acetyl chloride 
• 120-83-2 2,4-dichlorophenol 

Downstream Products

• 866146-53-4 sodium hydrogen (1-{[2-(2,4-dichlorophenoxy)acetyl]oxy}ethyl)phosphonate 

Relevant academic research and scientific papers

Preparation method and production device of clacyfos

The invention discloses a production method of clacyfos. After hydroxyphosphonate and a first organic solvent are mixed, an acid-binding agent and a catalyst are sequentially added and stirred, the temperature is adjusted to be -50-70 DEG C, 2,4-dichlorbenzoxyacetyl chloride is added dropwise into reaction liquid, the temperature is controlled to be -50-70 DEG C, and stirring is conducted for 0.5-6 h; after reaction, water is added, stirring is conducted for 0.5-1 h, then the mixture stands still for 0.5-1 h, and an aqueous phase and an organic phase are separated; the organic phase is subjected to desolvation and spinning drying, and clacyfos is obtained. The production method is high in yield, the product content is high, the solvent can be recycled, and environmental friendliness is achieved. The invention further discloses a production device of clacyfos. The production device comprises a metering tank (1), a dropwise adding tank (2), a synthesis kettle (3), a washing kettle (4), a distillation kettle (5), a solvent receiving tank (6), a vacuumizing pipeline (B), a freezing pipeline and a steam heating device. The production device can achieve full-automatic integrated continuous production, the whole device is fully sealed, air pollution does not exist, the wastewater amount is small, and environment protection is benefited.

Synthesis and herbicidal activities of sodium hydrogen 1-(substituted phenoxyacetoxy)alkylphosphonates

A series of sodium hydrogen 1-(substituted phenoxyacetoxy) alkylphosphonates was designed and synthesized. The test for herbicidal activity indicated that most of the phosphonates (8) possessed excellent postemergence herbicidal activities against broadleaf weeds. Especially, 8f and 8g showed the best herbicidal activity against rape and amaranth with more than 95% inhibitory rate. 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.

Synthesis and herbicidal activities of lithium or potassium hydrogen 1-(substituted phenoxyacetoxy)alkylphosphonates

A series of lithium or potassium hydrogen 1-(substituted phenoxyacetoxy)alkylphosphonates were designed and synthesized. All the title compounds were identified by IR, 1H NMR, and 31P NMR, some of them were further analyzed by MS and elemental analyses. The test for herbicidal activity indicated that most of the phosphonates (8) possessed excellent postemergence herbicidal activities against broadleaf weeds. 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 activities of methyl-1-(2,4- dichlorophenoxyacetoxy)alkylphosphonate monosalts

A series of 1-(2,4-dichlorophenoxyacetoxy)alkylphosphonic acid dimethyl esters 5 and its corresponding phosphonate monosalts 6 were synthesized as potential herbicide. The phosphonate monosalts can be prepared from 1-(2,4-dichlorophenoxyacetoxy)alkylphosphonic acid dimethyl esters 5, which were synthesized by the condensation of O,O-dimethyl-1-hydroxyalkylphosphonates with dichlorophenoxyacetic chloride. This method provides a simple and efficient procedure for the synthesis of phosphonate derivatives containing sensitive groups to acid, base or water such as carboxylate ester bond; and the herbicidal activity of title compounds was evaluated in a set of experiments in greenhouse. Most of the compounds exhibited notable herbicidal activity.

Simple and improved preparation of α-oxophosphonate monolithium salts

Some α-OxoPhosphonate monolithium salts were synthesized by a facile one-step procedure. In this way, α-(2,4-dichlorophenoxyacetoxy)alkyl phosphonic acid dimethyl esters 5 can be transformed into the corresponding phosophonate monolithium salts 6 without influence on the carboxylic ester group under mild conditions.

Synthesis and dealkylation of 1 -(dichloro-phenoxyacetoxy) alkyl phosphonates

Using the silylation procedure with chlorotrimethylsilane/sodium iodide followed by alcoholysis, 1-(dichlorophenoxy acetoxy)alkyl phosphonic acid dimethyl esters can be transformed into the parent phosphonic acids without influence on carboxylate ester group.