Diisopropylthiophosphate

Base Information

• Chemical Name: Diisopropylthiophosphate
• CAS No.: 4486-44-6
• Molecular Formula: C6H15O3PS
• Molecular Weight: 198.223
• Hs Code.: 2920190090
• DSSTox Substance ID: DTXSID30196324
• Nikkaji Number: J57.795B
• Mol file: 4486-44-6.mol

Synonyms:ammonium diisopropylthiophosphate;diisopropylthiophosphate

Chemical Property of Diisopropylthiophosphate

Chemical Property:

• Vapor Pressure: 0.00754mmHg at 25°C
• Boiling Point: 238.4°Cat760mmHg
• Flash Point: 98°C
• PSA: 80.59000
• Density: 1.162g/cm³
• LogP: 2.70380
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 198.04795251
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Moderately toxic by ingestion.
• Hazard Codes: Moderately toxic by ingestion.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OP(=S)(O)OC(C)C

Technology Process of Diisopropylthiophosphate

There total 3 articles about Diisopropylthiophosphate 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: 52.0%

carbon disulfide (75-15-0,12122-00-8) + diisopropyl hydrogenphosphonate (1809-20-7) → Tetraisopropyl methylenediphosphonate (1660-95-3) + O,O-diisopropylphosphorothioic acid (4486-44-6)

Guidance literature:

diisopropyl hydrogenphosphonate; With sodium hydride; In tetrahydrofuran; at -5 - 20 ℃; Inert atmosphere;

carbon disulfide; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1080/10426500802715528

Reference yield:

isopropyl alcohol (67-63-0,8013-70-5) → O,O-diisopropylphosphorothioic acid (4486-44-6) + O,O-diisopropyl hydrogen phosphorodithioate (107-56-2)

Guidance literature:

With phosphorus; sulfur; at 100 - 110 ℃;

DOI:10.1080/10426507.2014.951999

Reference yield:

C19H37N2O3PS (87763-30-2) + O,O'-diethyl thiophosphoric acid (2465-65-8) → O,O-diisopropylphosphorothioic acid (4486-44-6) + N-(diethoxyphosphoryl)-N,N'-dicyclohexylthiourea (81017-62-1)

Guidance literature:

In diethyl ether; Mechanism; Ambient temperature;

DOI:10.1021/jo00179a028

upstream raw materials:

C₁₉H₃₇N₂O₃PS

O,O'-diethyl thiophosphoric acid

carbon disulfide

diisopropyl hydrogenphosphonate

Downstream raw materials:

O-<1-(Hydroxylamino)cyclohexyl>-O,O-diisopropylphosphorthioat

O,O-diisopropyl S-methyl phosphorothioate

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one

O-acetoacetyl O,O-diisopropyl phosphorothioate

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". experimental part. p. 820 - 829. Retrieved 2009/12/03.