O-Ethyl methylphosphonothioate

Base Information

• Chemical Name: O-Ethyl methylphosphonothioate
• CAS No.: 18005-40-8
• Molecular Formula: C3H9 O2 P S
• Molecular Weight: 140.14
• Hs Code.: 2930909027
• European Community (EC) Number: 621-948-7
• UNII: LXA802UF5G,X7A0Q688ZP,5TUN36LARA
• DSSTox Substance ID: DTXSID50864811
• Nikkaji Number: J364.328J
• Wikipedia: O-Ethyl_methylphosphonothioic_acid
• Wikidata: Q908797,Q27262853,Q27283229
• Mol file: 18005-40-8.mol

Synonyms:O-ETHYL METHYLPHOSPHONOTHIOATE;18005-40-8;UNII-5TUN36LARA;5TUN36LARA;O-Ethyl methylphosphonothioate, (R)-;O-Ethyl methylphosphonothioate, (S)-;UNII-LXA802UF5G;LXA802UF5G;UNII-X7A0Q688ZP;X7A0Q688ZP;Phosphonothioic acid, methyl-, O-ethyl ester;ethoxy-hydroxy-methyl-sulfanylidene-lambda5-phosphane;Phosphonothioic acid, methyl-, O-ethyl ester, (R)-;Phosphonothioic acid, methyl-, O-ethyl ester, (S)-;38315-72-9;38315-77-4;36585-70-3;EMPSH;EMPTA;O-Ethyl methylphosphonothioic acid;Methylthiophosphonic acid, o-ethyl ester;EMPTA [MI];O-ethylmethylphosphonothioate;SCHEMBL259157;DTXSID50864811;CHEBI:191133;(R)-O-ethyl methylphosphonothioate;(S)-O-ethyl methylphosphonothioate;O-ETHYL METHYLTHIOPHOSPHONATE;Methylthiophosphonic acid ethyl ester;1-(methyl-sulfanylphosphoryl)oxyethane;Methylphosphonothioic acid o-ethyl ester;O-ethyl S-hydrogen methylphosphonothioate;O-Ethyl hydrogen methylphosphonothioate #;(RS)-O-ETHYL METHYLPHOSPHONOTHIOATE;P-Methylphosphonothioic acid O-ethyl ester;O-ETHYL METHYLPHOSPHONOTHIOATE, 90%;FT-0693804;(+/-)-O-ETHYL METHYLPHOSPHONOTHIOATE;Q908797;ethoxy-hydroxy-methyl-sulanylidene-lambda5-phosphane;Q27262853;Q27283229

Chemical Property of O-Ethyl methylphosphonothioate

Chemical Property:

• Vapor Pressure: 0.145mmHg at 25°C
• Refractive Index: n20/D 1.487(lit.)
• Boiling Point: 190.6°Cat760mmHg
• Flash Point: 69.1°C
• PSA: 71.36000
• Density: 1.229g/cm³
• LogP: 1.60510
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 140.00608770
• Heavy Atom Count: 7
• Complexity: 92.9

Purity/Quality:

97% ^*data from raw suppliers

O-Ethyl methylphosphonothioate 90% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 23/24/25-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Chemical Weapons
• Canonical SMILES: CCOP(=S)(C)O
• Uses: Precursor to chemical warfare agents.

Technology Process of O-Ethyl methylphosphonothioate

There total 7 articles about O-Ethyl methylphosphonothioate 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: 86.1%

O,O-diethyl methanephosphonothionate (6996-81-2) → O-ethylmethylthiophosphonic acid (18005-40-8)

Guidance literature:

With water; sodium hydroxide; In ethanol; Reflux;

Reference yield: 74.5%

methylphosphonic acid dichloroanhydride (676-97-1) + sodium ethanolate (141-52-6) → ethyl methyl phosphonothioic acid (18005-40-8)

Guidance literature:

With hydrogen sulfide; In ethanol; for 7h; Cooling with ice; Reflux;

Reference yield:

O-ethyl methylchlorothiophosphonate (2524-16-5) → O-ethylmethylthiophosphonic acid (18005-40-8)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01510a034

upstream raw materials:

ethyl methylphosphonochloridate

O,O-diethyl methanephosphonothionate

O-ethyl methylchlorothiophosphonate

methylphosphonic acid dichloroanhydride

Downstream raw materials:

O,S-diethyl methylphosphonothionate

Methyl-phosphonothioic acid S-benzhydryl ester O-ethyl ester

Refernces

• 1、 Hoffmann et al.. "-". . p. 148,150. Retrieved 1959.
• 2、 Singh, Ravindra,Gutch,Acharya,Prabha. "Detoxification of O, S-diethyl methyl phosphonothiolate (OSDEMP), a simulant of VX, by N, N-dichlorourethane as an effective decontaminating agent". experimental part. p. 1504 - 1509. Retrieved 2011/12/02.