126-75-0

Usage

Uses

Used in Pesticide Industry:
DEMETON S is used as an insecticide for controlling a wide range of pests in agricultural and horticultural crops. It is effective against various insects, including aphids, whiteflies, and mites, due to its ability to inhibit the activity of acetylcholinesterase enzyme in insects.
Used in Medical Applications:
DEMETON S is used as a colinesterase inhibitor in medical applications. It inhibits the activity of the enzyme acetylcholinesterase, which is responsible for breaking down the neurotransmitter acetylcholine. This inhibition leads to an increase in the levels of acetylcholine, which can have various therapeutic effects, such as treating myasthenia gravis and other neuromuscular disorders.

Safety Profile

Poison by ingestion, intraperitoneal, and subcutaneous routes. When heated to decomposition it emits very toxic fumes of POx and SOx. See also DEMETON-0 + DEMETON-S and other demeton entries.

Potential Exposure

A potential danger to those involved in the manufacture, formulation, and application of this systemic insecticide and acaricide.

Shipping

UN3278 Organophosphorus compound, liquid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Hazard Technical Name Required, Potential Inhalation Hazard (Special Provision 5). UN3017 Organophosphorus pesticides, liquid, toxic, flammable, flash point not , 23 C, Hazard class: 6.1; Labels: 6.1- Poisonous materials, 3-Flammable liquid. UN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1- Poisonous materials, Technical Name Required.

Incompatibilities

May form explosive mixture with air. Strong oxidizers, strong bases, soluble mercury, other pesticides, and water.

Waste Disposal

The thiono-and thiolo-isomers of this mixture are 50% hydrolyzed in 75 minutes and 0.85 min- ute, respectively @ 20℃ and pH 13. At pH 9 and 70 ℃ , the half-life of Demeton is 1.25 hour, but an pH 1-5 it is over 11 hours. Sand and rushed limestone may be added together with a flammable solvent; the resultant mixture may be burned in a furnace with afterburner and alkaline scrubber .In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be dis- posed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

InChI:InChI=1/C8H19O3PS2/c1-4-10-12(9,11-5-2)14-8-7-13-6-3/h4-8H2,1-3H3

Upstream product

• 91725-32-5 O,O-diethyl-S-(2-bromoethyl)thiophosphate 
• 811-51-8 sodium thioethylate 
• 298-03-3 demeton-O 
• 64048-02-8 1-ethylsulfanyl-2-thiocyanato-ethane 
• 2303-76-6 sodium diethyl phosphite 
• 122-52-1 triethyl phosphite 
• 98544-71-9 bis-(2-ethylsulfanyl-ethyl)-disulfane 
• 26750-44-7 2-ethylsulfanyl-ethanethiol 
• 814-49-3 diethyl chlorophosphate 
• 762-04-9 phosphonic acid diethyl ester 
• 693-07-2 2-Chloroethyl ethyl sulfide 
• 35420-95-2 1-bromo-2-(ethylsulphanyl)ethane 
• 30128-40-6 tetramethylammonium - O,O-diethyl phosphorothioate 

Downstream Products

• 2496-92-6 O,O-diethyl S-<2-(ethylsulfinyl)ethyl>phosphorothioate 
• 2496-91-5 O,O-diethyl S-<2-(ethylsulfonyl)ethyl>phosphorothioate 
• 598-02-7 Diethyl phosphate 
• 26750-44-7 2-ethylsulfanyl-ethanethiol 

Relevant academic research and scientific papers

Synthesis of some O, O-diethylphosphoric acid thioesters

We synthesized a number of O,O-diethyl S-(ω-ethylmercaptoalkyl) thiophosphates, and their methyl methosulfates and ethyl ethosulfates.

Lewis Acid Promoted Aerobic Oxidative Coupling of Thiols with Phosphonates by Simple Nickel(II) Catalyst: Substrate Scope and Mechanistic Studies

Exploring new catalysts for efficient organic synthesis is among the most attractive topics in chemistry. Here, using Ni(OAc)2/LA as catalyst (LA: Lewis acid), a novel catalyst strategy was developed for oxidative coupling of thiols and phosphonates to phosphorothioates with oxygen oxidant. The present study discloses that when Ni(OAc)2 alone was employed as the catalyst, the reaction proceeded very sluggishly with low yield, whereas adding non-redox-active metal ions such as Y3+ to Ni(OAc)2 dramatically promoted its catalytic efficiency. The promotional effect is highly Lewis acidity dependent on the added Lewis acid, and generally, a stronger Lewis acid provided a better promotional effect. The stopped-flow kinetics confirmed that adding Y(OTf)3 can obviously accelerate the activation of thiols by Ni(II) and next accelerate its reaction with phosphonate to generate the phosphorothioate product. ESI-MS characterizations of the catalyst disclosed the formation of the heterobimetallic Ni(II)/Y(III) species in the catalyst solution. Additionally, this Ni(II)/LA catalyst can be applied in the synthesis of a series of phosphorothioate compounds including several commercial bioactive compounds. This catalyst strategy has clearly supported that Lewis acid can significantly improve the catalytic efficiency of these traditional metal ions in organic synthesis, thus opening up new opportunities in their catalyst design.

Practical Reagents and Methods for Nucleophilic and Electrophilic Phosphorothiolations

New late-stage phosphorothiolation methods are disclosed that allow the efficient transfer of SP(O)(OR)2 groups to diversely functionalized substrates using nucleophilic and electrophilic reagents. The nucleophilic reagent, tetramethylammonium O,O-dimethyl phosphorothioate, was synthesized in near-quantitative yield from Me3SiP(O)(OMe)2, elemental sulfur and Me4NF. Its umpolung with N-bromophthalimide provided the electrophilic reagent, O,O-dimethyl-S-(N-phthalimido)phosphorothioate. Complementary methods based on these reagents enable the phosphorothiolation of diversely functionalized alkyl halides, arenediazonium salts, arylboronic acids and electron-rich arenes in good yields under mild conditions. (Figure presented.).

Cs2CO3-Catalyzed Aerobic Oxidative Cross-Dehydrogenative Coupling of Thiols with Phosphonates and Arenes

An efficient Cs2CO3-catalyzed oxidative coupling of thiols with phosphonates and arenes that uses molecular oxygen as the oxidant is described. These reactions provide not only a novel alkali metal salt catalyzed aerobic oxidation, but also an efficient approach to thiophosphates and sulfenylarenes, which are ubiquitously found in pharmaceuticals and pesticides. The reaction proceeds under simple and mild reaction conditions, tolerates a wide range of functional groups, and is applicable to the late-stage synthesis and modification of bioactive molecules.

A thiophosphate synthetic method of compound and the method in a plurality of pharmaceutical application in the synthesis of (by machine translation)

The invention discloses a having the general formula (III) of the thiophosphate synthetic method of compound, the purpose is to provide a novel, condition is simple, easy to industrial production of the thiophosphate synthetic method of compound. The method is to have the general formula (I) of the organophosphorus oxygen apperception compound having the general formula (II) with a mercaptan or phenyl-sulfhydryl apperception compound mixed, under the effects of catalyst, obtained by the reaction of the formula (III) of the thiophosphate compound. The method of the invention, can be cheap efficient synthesis of thiophosphate compounds, in actual production will have extensive application prospect. (by machine translation)

Cis-Alkoxyspiro-Substituted Tetramic Acid Derivatives

The invention relates to novel cis-alkoxyspiro-substituted tetramic acid derivatives of the formula (I), in which A, G, X, Y and Z are as defined above, to a plurality of processes and intermediates for their preparation and to their use as pesticides and/or herbicides, and also to selective herbicidal compositions comprising firstly cis-alkoxyspiro-substituted tetramic acid derivatives and secondly a crop plant compatibility-improving compound.

SUBSTITUTED SPIROCYCLIC KETOENOLS

The present invention relates to novel substituted spirocyclic ketoenols of the formula (I) in which W, X, Y, Z, A, B, D and G are as defined in the disclosure, to a plurality of processes for their preparation and to their use as pesticides, microbicides and herbicides.

Aryl-substituted heterocyclic enaminones

The invention relates to novel heterocyclic enaminones of the general formula (I) in which Ar, Z, K, X, y1, Y2, Y3, Y4, Y5, Y6 and V are as defined in the description, to their use as herbicides, acaricides and insecticides, and to processes for their preparation.

Glyoxyl acid amides, method for producing them and their use for controlling harmful organisms

The invention relates to novel gloyoxylic acid amides, to a process for their preparation and to their use for controlling harmful organisms.

Optically active 2,5-bisaryl-delta1-pyrrolines and their use as pest control agents

Novel optically active Δ1-pyrrolines of the formula (I) in which R1, R2, R1, R4, and m are each as defined in the description, a plurality of the processes for preparing these substances and their use for controlling pests.