Phosphonothioic acid, methyl-, O,O-diethyl ester

Base Information

• Chemical Name: Phosphonothioic acid, methyl-, O,O-diethyl ester
• CAS No.: 6996-81-2
• Molecular Formula: C5H13 O2 P S
• Molecular Weight: 168.197
• European Community (EC) Number: 622-960-5
• DSSTox Substance ID: DTXSID10220237
• Nikkaji Number: J131.869A
• Wikidata: Q83097398
• ChEMBL ID: CHEMBL5176138
• Mol file: 6996-81-2.mol

Synonyms:(C2H5O)2P(S)CH3;DEMPT cpd;O,O-diethyl methylphosphonothioate

Chemical Property of Phosphonothioic acid, methyl-, O,O-diethyl ester

Chemical Property:

• Melting Point: -84.3°C
• Refractive Index: n20/D 1.464(lit.)
• Boiling Point: 76-79 °C13 mm Hg(lit.)
• Flash Point: 165 °F
• PSA: 60.36000
• Density: 1.055 g/mL at 25 °C(lit.)
• LogP: 2.64930
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 168.03738782
• Heavy Atom Count: 9
• Complexity: 106

Purity/Quality:

97% ^*data from raw suppliers

O,O′-Diethyl methylphosphonothioate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOP(=S)(C)OCC
• Uses: O,O''-Diethyl Methylphosphonothioate is used in molecular docking studies on the evaluation of the carcinogenic potentials of thiophosphonate pesticides.

Technology Process of Phosphonothioic acid, methyl-, O,O-diethyl ester

There total 4 articles about Phosphonothioic acid, methyl-, O,O-diethyl ester 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: 55.0%

sodium ethanolate (141-52-6) + (S)-Methyl-phosphonothioic acid O-((2S,3R,4R,5S,6R)-4,5-dimethoxy-6-methoxymethyl-3-methylamino-tetrahydro-pyran-2-yl) ester O-ethyl ester (88065-92-3) → O,O-diethyl methanephosphonothionate (6996-81-2) + 1-methyl-5-methoxymethylpyrrole-2-carbaldehyde (88065-99-0) + C3H8O2PS(1-)*Na(1+) (88065-98-9) + ethyl 2-deoxy-2-methylamino-3,4,5-tri-O-methyl-β-D-glucopyranoside (88065-97-8)

Guidance literature:

In ethanol; Further byproducts given;

Reference yield:

ethyl ({[bis(propan-2-yl)amino]methyl}sulfanyl)(methyl)phosphinate (585526-52-9) → methylphosphonic acid (993-13-5) + ethyl methylphosphonic acid (1832-53-7) + Diethyl methylphosphonate (683-08-9) + O,O-diethyl methanephosphonothionate (6996-81-2) + N,N'-(dithiodiethane-2,1-diyl)bis(N-isopropylpropan-2-amine) (65332-44-7) + (2-chloroethyl)-diisopropylamine (96-79-7) + N,N'-(thiodiethane-2,1-diyl)bis(N-isopropylpropan-2-amine) (110501-56-9)

Guidance literature:

With 1.5% Au/TiO2; In dichloromethane; for 2h; Photolysis;

DOI:10.1039/c0jm00345j

Reference yield:

O,O-diethyl trimethylsilylmethanephosphonothioate (108230-15-5) → 1,1-Diphenylethylene (530-48-3) + O,O-diethyl methanephosphonothionate (6996-81-2) + O,O-diethyl 2,2-diphenylethenylphosphonothioate

Guidance literature:

With benzophenone; cesium fluoride; In tetrahydrofuran; Title compound not separated from byproducts; Heating; overnigth;

DOI:10.1246/bcsj.60.1831

upstream raw materials:

benzophenone

O,O-diethyl trimethylsilylmethanephosphonothioate

sodium ethanolate

(S)-Methyl-phosphonothioic acid O-((2S,3R,4R,5S,6R)-4,5-dimethoxy-6-methoxymethyl-3-methylamino-tetrahydro-pyran-2-yl) ester O-ethyl ester

Downstream raw materials:

O-ethylmethylthiophosphonic acid

O,S-diethyl methylphosphonothionate

2-Phenyl-2-oxoethan-1-thionophosphonsaeurediethylester

O-Ethyl-S-propyl-methylphosphonothiolat