Dimethyl thiophosphate

Base Information

• Chemical Name: Dimethyl thiophosphate
• CAS No.: 1112-38-5
• Molecular Formula: C2H7 O3 P S
• Molecular Weight: 142.116
• Hs Code.: 2920190090
• UNII: 6KM8HRE9WB
• DSSTox Substance ID: DTXSID10858736
• Nikkaji Number: J291.062D
• Wikidata: Q27095433
• Metabolomics Workbench ID: 149120
• Mol file: 1112-38-5.mol

Synonyms:DMTP cpd;O,O-dimethyl phosphorothionate;O,O-dimethyl phosphorothionate, ammonium salt;O,O-dimethyl phosphorothionate, potassium salt;O,O-dimethyl phosphorothionate, sodium salt;O,O-dimethylthiophosphate

Chemical Property of Dimethyl thiophosphate

Chemical Property:

• Vapor Pressure: 0.421mmHg at 25°C
• Boiling Point: 172.4°Cat760mmHg
• PKA: -0.10±0.30(Predicted)
• Flash Point: 58.1°C
• PSA: 80.59000
• Density: g/cm³
• LogP: 1.14660
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 141.98535225
• Heavy Atom Count: 7
• Complexity: 84.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

DMTP ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=S)(O)OC
• Uses: DMTP is a useful compound in determining a convenient method for determination based on the resonance Rayleigh scattering enhancement.

Technology Process of Dimethyl thiophosphate

There total 9 articles about Dimethyl thiophosphate 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: 51.0%

methanol (67-56-1) + 6-acetyl-2-ethoxy-4H-1,3,2-benzodioxaphosphorin 2-sulfide → dimethylthiophosphoric acid (1112-38-5) + 4-hydroxy-3-(methoxymethyl)acetophenone (65033-20-7) + ω-bromo-4-hydroxy-3-(methoxymethyl)acetophenone + 5,ω-dibromo-4-hydroxy-3-(methoxymethyl)acetophenone

Guidance literature:

With bromine; at 0 - 5 ℃; for 0.5h; Further byproducts given. Title compound not separated from byproducts;

Reference yield:

parathion-methyl (298-00-0) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + dimethylthiophosphoric acid (1112-38-5)

Guidance literature:

With sodium perchlorate; cycloplatinated aryl ketoxime; In acetonitrile; at 25 ℃; pH=8.5; Further Variations:; pH-values; Kinetics;

DOI:10.1023/A:1014334129893

Reference yield:

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate (5598-13-0) → 3,5,6-trichloropyridin-2 ol (6515-38-4) + dimethylthiophosphoric acid (1112-38-5)

Guidance literature:

With bacterial phosphotriesterase wild-type OpdA; In methanol; at 37 ℃; pH=8.5; Enzyme kinetics;

DOI:10.1039/b512399b

upstream raw materials:

methanol

1,4-dioxane

methyl phosphite

diethyl ether

Downstream raw materials:

thiophosphoric acid S-(5-methoxy-2-oxo-[1,3,4]thiadiazol-3-ylmethyl) ester O,O'-dimethyl ester

O,O,S-trimethyl phosphorothioate

O,O,O-trimethylthiophosphate

O,O-diethyl-S-(phenylethynyl)thiophosphate

Refernces

• 1、 Heuze,Lemarie,Vazeux,Gulea,Masson,Sene,Jaffres,Alberti,MacCiantelli. "Synthesis of methylene bisphosphonates from carbon disulfide and phosphites via desulfurization: A mechanistic study". . p. 820 - 829. Retrieved 2009.
• 2、 Rougier, Natalia M.,Cruickshank, Dyanne L.,Vico, Raquel V.,Bourne, Susan A.,Caira, Mino R.,Buján, Elba I.,De Rossi, Rita H.. "Effect of cyclodextrins on the reactivity of fenitrothion". . p. 322 - 327. Retrieved 2011.