1246091-47-3

Upstream product

• 348-62-9 4-chloro-2-fluorophenol 
• 326-75-0 2-(4-chloro-2-fluorophenoxy)acetic acid 
• 1716-87-6 ethyl 2-(4-chloro-2-fluorophenoxy)acetate 

Downstream Products

• 1149644-85-8 O,O-dimethyl-1-(4-chloro-2-fluorophenoxyacetoxy)ethylphosphonate 
• 1395103-31-7 2-(2-fluoro-4-chlorophenoxyacetoxy)(phenyl)methyl-5,5-dimethyl-1,3,2-dioxaphosphinan-2-one 
• 1395103-33-9 2-(4-chloro-2-fluorophenoxyacetoxy)(methyl)methyl-5,5-dimethyl-1,3,2-dioxaphosphinan-2-one 
• 1395103-26-0 2-[(4-chloro-2-fluorophenoxy)acetoxy](furan-2-yl)methyl-5,5-dimethyl-1,3,2-dioxaphosphinan-2-one 
• 1097935-59-5 2-methylpropan-2-aminium methyl (1-(2-(4-chloro-2-fluorophenoxy)acetoxy)ethyl)phosphonate 
• 1097935-62-0 2-methylpropan-2-aminium methyl (1-(2-(4-chloro-2-fluorophenoxy)acetoxy)propyl)phosphonate 
• 1149646-00-3 C₁₃H₁₇ClFO₆P 
• 1149647-28-8 C₁₄H₁₉ClFO₆P 
• 1097935-65-3 2-methylpropan-2-aminium methyl (1-(2-(4-chloro-2-fluorophenoxy)acetoxy)butyl)phosphonate 
• 1149650-37-2 C₁₅H₂₁ClFO₆P 
• 1097935-69-7 2-methylpropan-2-aminium methyl (1-(2-(4-chloro-2-fluorophenoxy)acetoxy)pentyl)phosphonate 
• 1149651-15-9 C₁₄H₁₉ClFO₆P 
• 1097935-71-1 2-methylpropan-2-aminium methyl (1-(2-(4-chloro-2-fluorophenoxy)acetoxy)-2-methylpropyl)phosphonate 

Relevant academic research and scientific papers

Synthesis and herbicidal activity of 2-(substituted phenoxyacetoxy)alkyl-5, 5-dimethyl-1,3,2-dioxaphosphinan-2-one containing fluorine

A series of novel 2-(substituted phenoxyacetoxy)alkyl-5,5-dimethyl-1,3,2- dioxaphosphinan-2-one bearing fluorine 5a-n and fluorine free 5o-q were designed and synthesized. The results of bioassay showed that some of the target compounds exhibited excellent herbicidal activities to Abutilon theophrasti, Brassica juncea, Amaranthus retroflexus and Eclipta prostrata in post-emergence treatment at a dosage of 150 g ai/ha. It could be found that the type and position of fluorine-containing group as X or Y on benzene ring had a very important effect on herbicidal activity. Compound 5l 2-[(2-chloro-4- fluorophenoxy)acetoxy](methyl)methyl-5,5-dimethyl-1,3,2-dioxaphosphinan-2-one showed notable herbicidal activity, with 100% inhibition against A. theophrasti and A. retroflexus; and compound 5m 2-(3-trifluoromethylphenoxyacetoxy)(methyl) methyl-5,5-dimethyl-1,3,2-dioxaphosphinan-2-one with 100% inhibition against A. theophrasti even at a dosage of 75 g ai/ha. Additional crop selectivity testing showed that compounds 5g 2-(3-trifluoromethylphenoxyacetoxy)(phenyl)methyl-5,5- dimethyl-1,3,2-dioxaphosphinan-2-one and 5l are safe to rice, corn, cotton, rape and wheat.

Herbicidal activity and application cyclic of phosphonates

Among alkylphosphonates Io,O,O-dimethyl 1-(2,4-dichlorophenoxyacetoxy) ethylphosphonate (clacyfos) was found to be an effective inhibitor against dicotyledons PHDc and exhibited excellent herbicidal activity in our previous work. According to our study on the alkylphosphonates Io, both R1 and R2 groups in the structural unit of phosphorus-containing played a very important role in herbicidal activity. Therefore, a series of 2-[1-(substituted phenoxycarboxy)alkyl]-5,5-dimethyl-1,3,2-dioxaphosphinane-2-one containing fluorine II was obtained by the modification of alkylphosphonates Io. The bioassay results showed that cyclic phosphonate II-6 with CH3 as R, 2-Cl,4-F as Yn exhibited promising herbicidal activity. Its herbicidal activity, weed-controlling spectrum, selectivity between crops and weeds were further evaluated in greenhouse and field.

Synthesis and herbicidal activities of 2-methylpropan-2-aminium methyl 1-(substituted phenoxyacetoxy) alkylphosphonates

A series of 2-methylpropan-2-aminium methyl 1-(substituted phenoxyacetoxy) alkylphosphonates were selectively synthesized by reacting the corresponding dimethyl 1-(substitutedphenoxyacetoxy)alkylphosphonates with an excess of 2-methylpropan-2-amine. All the title compounds were identified by IR, 1H NMR, and 31P NMR, some of them were further analyzed by 19F NMR and 13C NMR. Their herbicidal activity was investigated and the results showed that most of the demethylated aminium salts exhibited notable herbicidal activities against Brassica napus L. and Echinochloa crusgalli. Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional text, figures and tables.