5930-72-3

Usage

Uses

Used in Chemical Synthesis:
DIMETHYL THIOPHOSPHONATE 97 is used as a reagent for the synthesis of new phosphoric acid ester insecticides. It plays a crucial role in the development of novel insecticides with improved efficacy and reduced environmental impact.
Used in Pesticide Industry:
DIMETHYL THIOPHOSPHONATE 97 is used as a reagent for the preparation of organophosphorus insecticides. These insecticides are widely used in agriculture to protect crops from pests, ensuring higher yields and better quality produce.

InChI:InChI=1/C2H7O2PS/c1-3-5(6)4-2/h5H,1-2H3

Upstream product

• 96-36-6 methyl phosphite 
• 3743-07-5 dimethyl chlorophosphite 
• 868-85-9 Dimethyl phosphite 
• 2953-29-9 dimethyl S-methyl phosphorodithioate 
• 67-63-0 isopropyl alcohol 
• 121-45-9 phosphorous acid trimethyl ester 
• 67-56-1 methanol 

Downstream Products

• 20580-36-3 dimethyl (2-cyanoethyl)phosphonate 
• 32287-03-9 (1-Trimethylsilanyloxy-vinyl)-phosphonothioic acid O,O-dimethyl ester 
• 2524-03-0 dimethyl chlorothiophosphate 
• 86835-79-2 C₁₀H₁₄NO₂PS₂ 
• 109406-52-2 N-dimethoxythiophosphorylhydrazone of benzophenone 
• 34881-05-5 O,O-dimethyl-S-(diphenylmethyl)thiophosphate 
• 632-51-9 1,1,2,2-tetraphenylethylene 
• 632-50-8 1,1,2,2-tetraphenylethane 
• 122297-27-2 O,O-dimethyl(diphenylmethyl)thiophosphonate 
• 845739-40-4 O,O-dimethylbenzylphosphonothioate 

Relevant academic research and scientific papers

Thiophosphonate inhibitors of phosphatase enzymes and metallophosphatases

Compounds of the general formula wherein R is selected from the group consisting essentially of hydrogen, methyl, ethyl, phenyl, a carboxyl, or naphthyl substituted or a carbonyl substituted, alkyl of from 3 to 20 carbon atoms, a mono, bi or tri cyclic aryl or substituted aryl for the inhibition of phosphatase enzymes, including metallophosphatases; and, novel methods for synthesizing such compounds. The methods of use include the administration of an effective amount of the compound to provide effective phosphatase inhibition and therapeutic use to treat or prevent certain diseases, which utilize specific phosphatase enzymes.

Stereoselective Addition of Dimethyl Thiophosphite to Imines

Dimethyl thiophosphite (DMTP) was synthesized from dimethyl phosphite, and the diastereoselective addition of DMTP to benzaldimines bearing chiral auxiliary groups was examined. Yields of the product α -aminophosphonothionates ranged from 17% to 75% after chromatography. The addition of DMTP to the benzaldimine derived from (S)-phenylglycinol afforded the highest diastereoselectivity (83:17), whereas addition of DMTP to the benzaldimine derived from threonine methyl ester and alanine methyl ester were far less diastereoselective, affording 38:62 and 61:39 ratios, respectively. Addition of DMTP to the benzaldimine derived from (R)-α-methylbenzylamine (78:22) and (S)-serine methyl ester (73:27) were intermediate in selectivity. DMTP addition to the imines formed between serine methyl ester and acetaldehyde and isobutyraldehyde gave 55:45 and 70:30 ratios, respectively, with the diastereoselectivity corresponding roughly to the size of the α-alkyl group. The stereochemistry of the newly formed α-stereocenters resulting from the addition of DMTP to (S)- and (R)-phenylglycinol benzaldimines was confirmed by conversion of the product α-aminophosphonothionates to the known enantiomers of phosphonophenylglycine.

The preparation and properties of some α-acyloxy- and α-carbamoyloxy-phosphonothionates

New α-acyloxy and α-carbamoyloxy derivatives of dimethyl 2,2,2-trichloroethyl-phosphonothionate have been prepared, characterized, and screened for activity against free-living soil nematodes. Several of the more easily hydrolysable esters, and also the N-methylcarbamoyl derivative, were as active as the parent pesticide, dimethyl α-hydroxy2,2,2-trichloroethylphosphonothionate, after an induction period during which the active species is assumed to be released in vivo. It is concluded that the 2,2,2-trichloroethyl group is essential for activity in compounds of these types and that the presence of the N-methylcarbamoyl group does not in itself confer activity.

(N-Alkylthiocarbamoyl)thionophosphonic Acid Esters

The title compounds 2 were prepared by the reaction of dialkyl thiophosphites and alkyl isothiocyanates.The diphenyl derivative 2f was also prepared by heating the phosphoryl analogue 1f with P4S10.The spectral differences between the present series 2 and the known phosphoryl series 1 are discussed.Both thiono functions of 2a, 2c, and 2e react with methyl iodide, producing the phosphoryl-containing, synthetically useful zwitterion 7.

Photosolvolysis of O,O,S-Trimethyl Phosphorodithioate. Evidence for an SN1(P) Mechanism

Irradiation (254 nm) of (MeO)2P(S)SMe in ROH yields mainly (66 percent, R = Pri) the ionic photosolvolysis product (MeO)2P(S)OR with very low capture ratio 1.9 +/- 0.4 for R = Me vs.R = Pri under competitive photosolvolysis conditions, whereas irradiation in e.g. tetrahydrofuran and CH2Cl2 gives free-radical products, suggesting that the photoreactions proceed by way of an 'intimate radical-ion pair.'