Diethyl S-n-propyl phosphorothiolate

Base Information

• Chemical Name: Diethyl S-n-propyl phosphorothiolate
• CAS No.: 20195-06-6
• Molecular Formula: C7H17O3PS
• Molecular Weight: 212.25
• Hs Code.: 2920190090
• DSSTox Substance ID: DTXSID50174028
• Wikidata: Q83044080
• Mol file: 20195-06-6.mol

Synonyms:diethyl S-n-propyl phosphorothiolate

Chemical Property of Diethyl S-n-propyl phosphorothiolate

Chemical Property:

• Vapor Pressure: 0.0336mmHg at 25°C
• Boiling Point: 250.8°Cat760mmHg
• Flash Point: 105.5°C
• PSA: 70.64000
• Density: 1.088g/cm³
• LogP: 3.31070
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 212.06360257
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

O,O-DiethylS-PropylPhosphorothioate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison.
• Hazard Codes: F,Xn
• Statements: 11-38-48/20-63-65-67
• Safety Statements: 36/37-62

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCSP(=O)(OCC)OCC
• Uses: O,O-Diethyl S-Propyl Phosphorothioate is a useful intermediate for organic synthesis. It is used in the synthetic preparation of the novel pesticide imicyafos and in the preparation of other related impurities of ethoprophos.

Technology Process of Diethyl S-n-propyl phosphorothiolate

There total 11 articles about Diethyl S-n-propyl phosphorothiolate 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: 91.1%

1-Chloropropane (540-54-5) + phosphonic acid diethyl ester (762-04-9) → O,O-diethyl-S-n-propyl phosporothiolate (20195-06-6)

Guidance literature:

With sulfur; triethylamine; In hexane; at 60 ℃; for 10h; Inert atmosphere;

Reference yield: 69.0%

propan-1-ol (71-23-8) + O,O'-diethyl thiophosphoric acid (2465-65-8) → O,O-diethyl-S-n-propyl phosporothiolate (20195-06-6) + thiophosphoric acid O,O'-diethyl ester O''-propyl ester (63873-22-3)

Guidance literature:

With thiamine diphosphate; diethylazodicarboxylate; In benzene; at 35 - 40 ℃; for 6h; Yields of byproduct given;

Reference yield:

triethyl phosphite (122-52-1) + Dipropyl disulfide (629-19-6) → O,O-diethyl-S-n-propyl phosporothiolate (20195-06-6)

Guidance literature:

Heating;

DOI:10.1021/ja00894a018

upstream raw materials:

propyl thiocyanate

sodium diethyl phosphite

propyl bromide

sodium diethylthiophosphate

Downstream raw materials:

ethyl phosphodichloridite

O-ethyl-S-propyl phosphorochloridate

Refernces

• 1、 -. "Sulfur phosphate compound, non-aqueous lithium ion battery electrolyte containing sulfur phosphate compound and lithium ion battery". Paragraph 0048-0050. . Retrieved 2020/12/14.
• 2、 Mlotkowska, B.,Wartalowska-Graczyk, M.. "Direct Conversion of Alcohols into Phosphorothiolates". . p. 735 - 740. Retrieved 2007/10/02.