Dimethyl phosphorochloridothioate

Base Information

• Chemical Name: Dimethyl phosphorochloridothioate
• CAS No.: 3711-50-0
• Molecular Formula: C₂H₆ClO₂PS
• Molecular Weight: 160.561
• UNII: WE2M4PT2J5
• DSSTox Substance ID: DTXSID201285730
• Wikidata: Q75846169
• Wikipedia: Dimethyl_phosphorochloridothioate
• Mol file: 3711-50-0.mol

Synonyms:O,S-Dimethyl phosphorochloridothioate;WE2M4PT2J5;DIMETHYL PHOSPHOROCHLORIDOTHIOATE;Phosphorochloridothioic acid, O,S-dimethyl ester;UNII-WE2M4PT2J5;(Chloro(methylsulfanyl)phosphoryl)oxymethane;3711-50-0;Methyl Phosphorochloridothioate;SCHEMBL1358815;NBAUXRCSDWYKRP-UHFFFAOYSA-N;DTXSID201285730;O,O-Dimethylthiophosphoryl Chloride;D0764

Chemical Property of Dimethyl phosphorochloridothioate

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 159.9514653
• Heavy Atom Count: 7
• Complexity: 95.7

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=O)(SC)Cl

Technology Process of Dimethyl phosphorochloridothioate

There total 1 articles about Dimethyl phosphorochloridothioate 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: 72.0%

O,O,S-trimethyl phosphorothioate (152-20-5) → phosphorochloridothioic acid,O,S-dimethyl ester (3711-50-0) + methyl dichlorophosphoridate (677-24-7)

Guidance literature:

With trichlorophosphate; at 75 ℃; for 2.5h;

DOI:10.1080/10426509808029665

Reference yield: 92.0%

pyridine (110-86-1) + phosphorochloridothioic acid,O,S-dimethyl ester (3711-50-0) + 5'-O-(4-monomethoxytrityl)-2'-deoxythymidine (42926-80-7) → Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-methyl ester; compound with pyridine (78272-44-3)

Guidance literature:

In benzene; at -20 ℃;

DOI:10.1016/0040-4039(81)80012-3

Reference yield: 90.0%

phosphorochloridothioic acid,O,S-dimethyl ester (3711-50-0) + 5'-O-(4-monomethoxytrityl)-2'-deoxythymidine (42926-80-7) → Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S,O'-dimethyl ester (78272-45-4)

Guidance literature:

With 1-methyl-1H-imidazole; In acetonitrile;

DOI:10.1016/0040-4039(81)80012-3

upstream raw materials:

O,O,S-trimethyl phosphorothioate

Downstream raw materials:

N-methylpyridinium

methylene chloride

Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-methyl ester; compound with pyridine

C₅H₉N₂O₂PS