Demeton-S-methyl

Base Information

• Chemical Name: Demeton-S-methyl
• CAS No.: 919-86-8
• Deprecated CAS: 1079803-49-8
• Molecular Formula: C6H15 O3 P S2
• Molecular Weight: 230.289
• Hs Code.: 29309090
• European Community (EC) Number: 213-052-6
• ICSC Number: 0705
• UN Number: 3018
• UNII: HU8BO5S9WK
• DSSTox Substance ID: DTXSID5037521
• Nikkaji Number: J1.232G
• Wikipedia: Demeton-S-methyl
• Wikidata: Q1865134
• Metabolomics Workbench ID: 55941
• ChEMBL ID: CHEMBL1898805
• Mol file: 919-86-8.mol

Synonyms:demeton-S-methyl;S-2-ethylthioethyl-O,O-dimethylphosphorothiolate

Chemical Property of Demeton-S-methyl

Chemical Property:

• Vapor Pressure: 0.00429mmHg at 25°C
• Melting Point: <25℃
• Refractive Index: 1.511 (589.3 nm 20℃)
• Boiling Point: 287.4oC at 760 mmHg
• Flash Point: 2oC
• PSA: 95.94000
• Density: 1.197g/cm3
• LogP: 2.87360
• Storage Temp.: -18°C
• Water Solubility.: 22,000 mg-1 (20 °C)
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 230.02002368
• Heavy Atom Count: 12
• Complexity: 146
• Transport DOT Label: Poison

Purity/Quality:

98%Min ^*data from raw suppliers

Demeton-S-methyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N,Xn,F
• Hazard Codes: T,N,Xn,F
• Statements: 24/25-51/53-36-20/21/22-11
• Safety Statements: 28-36/37-45-61-26-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Organophosphate Insecticides
• Canonical SMILES: CCSCCSP(=O)(OC)OC
• Inhalation Risk: A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: The substance may cause effects on the nervous system. This may result in convulsions, respiratory failure and death. Cholinesterase inhibition. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Cholinesterase inhibition. Cumulative effects are possible. See Acute Hazards/Symptoms.
• Description: Demeton-S-methyl is pale yellow in colour and oily and has a sulphur-like odour. It is sparingly soluble in water but very rapidly soluble in common polar organic solvents such as dichloromethane, 2-propanol, toluene, and n-hexane. It is a highly toxic, systemic, and contact insecticide and acaricide and classified as Category I. It is used for the control of insects, aphids, sawflies, and spider mites on cereals, fruits, vegetables, and ornamental plants. On heating, demeton-S-methyl undergoes decomposition and emits very toxic fumes, phosphorus oxides, and sulphur oxides.
• Uses: Colinesterase inhibitor. Used as insecticide. Insecticide. Demeton-S-methyl is a systemic insecticide used to control sucking insects and mites in a wide range of crops and ornamentals.

Technology Process of Demeton-S-methyl

There total 6 articles about Demeton-S-methyl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 13.0%

Dimethyl phosphite (868-85-9) + 2-Chloroethyl ethyl sulfide (693-07-2) → demeton-S-methyl (919-86-8)

Guidance literature:

With sodium; sulfur; In toluene; at 60 ℃; for 144h; 1.) 25 deg C, 3 h; 2.) 90 deg C, 2 h;

DOI:10.1016/0040-4020(95)00413-3

Reference yield:

methyl phosphite (96-36-6,868-85-9) + 1-ethylsulfanyl-2-thiocyanato-ethane (64048-02-8) → demeton-S-methyl (919-86-8)

Guidance literature:

With dibutyl ether; sodium;

Reference yield:

demeton-O-methyl (867-27-6) + water (7732-18-5) → demeton-S-methyl (919-86-8)

Guidance literature:

at 37 ℃; Mechanism;

DOI:10.1039/jr9580001643

upstream raw materials:

methyl phosphite

1-ethylsulfanyl-2-thiocyanato-ethane

demeton-O-methyl

Dimethyl phosphite

Downstream raw materials:

ethyl-(2-ethylsulfanyl-ethyl)-(2-dimethoxyphosphorylsulfanyl-ethyl)-sulfonium ; bromide

Aimco systox

O,O-dimethyl S-<2-(ethylsulfonyl)ethyl>phosphorothioate