Paraoxon

Base Information

• Chemical Name: Paraoxon
• CAS No.: 311-45-5
• Molecular Formula: C10H14 N O6 P
• Molecular Weight: 275.198
• Hs Code.: 2919900090
• European Community (EC) Number: 206-221-0
• NSC Number: 404110
• UN Number: 3018
• UNII: Q9CX8P80JW
• DSSTox Substance ID: DTXSID6024046
• Nikkaji Number: J5.657J
• Wikipedia: Paraoxon
• Wikidata: Q416108
• NCI Thesaurus Code: C99562
• Pharos Ligand ID: TMCZ654DMMTQ
• Metabolomics Workbench ID: 42178
• ChEMBL ID: CHEMBL23838
• Mol file: 311-45-5.mol

Synonyms:Diethyl p Nitrophenyl Phosphate;Diethyl-p-Nitrophenyl Phosphate;E 600;E-600;E600;Fosfakol;Paraoxon;Phosphacol;Phosphate, Diethyl-p-Nitrophenyl

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Paraoxon

Chemical Property:

• Melting Point: 300°C
• Refractive Index: n20/D 1.51(lit.)
• Boiling Point: 344.7°Cat760mmHg
• Flash Point: 162.3°C
• PSA: 100.39000
• Density: 1.3g/cm³
• LogP: 3.67790
• Storage Temp.: 2-8°C
• Water Solubility.: 3.627g/L(20 oC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 275.05587416
• Heavy Atom Count: 18
• Complexity: 300
• Transport DOT Label: Poison

Purity/Quality:

Safty Information:

• Pictogram(s): Poison by ingestion, inhalation, and skin absorption; cholinesterase inhibitor; use may be restricted.
• Hazard Codes: T+,N
• Statements: 26/27/28-50
• Safety Statements: 36/37/39-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Organophosphate Insecticides
• Canonical SMILES: CCOP(=O)(OCC)OC1=CC=C(C=C1)[N+](=O)[O-]
• Uses: Insecticide. A cholinesterase inhibitor Paraoxon-ethyl has been used as a substrate?in paraoxonase (PON) activity assay. It has also been used as a lipase inhibitor to study the effects of anacetrapib on homotypic transfer from high density lipoprotein?L3 (HDL3)?to?HDL2?in vivo.

Technology Process of Paraoxon

There total 19 articles about Paraoxon 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: 100.0%

parathion (56-38-2,110616-89-2,11111-91-4,8057-70-3,97067-68-0) → paraoxon (311-45-5)

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; acetone; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0040-4039(00)89065-6

Reference yield: 95.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + diethyl chlorophosphate (814-49-3) → paraoxon (311-45-5)

Guidance literature:

With magnesium oxide; at 20 ℃; for 0.25h;

DOI:10.1039/a900183b

Reference yield: 95.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + phosphonic acid diethyl ester (762-04-9) → paraoxon (311-45-5)

Guidance literature:

With tert.-butylhydroperoxide; lithium iodide; In water; acetonitrile; at 20 ℃; for 0.25h;

DOI:10.1002/ejoc.201901362

upstream raw materials:

4-nitro-phenol

Tetraethyl pyrophosphate

1-dichlorophosphoryloxy-4-nitro-benzene

ethanol

Downstream raw materials:

p-nitrophenolate

N-(diethoxyphosphoryl)imidazolium ion

triethyl phosphate

4-nitrophenol sodium salt

Refernces

• 1、 Bel'skii,V.E. et al.. "". . . Retrieved 1979.
• 2、 Xu, Pan,Zhong, Zijian,Zhou, Aihua. "Electrochemical phosphorylation of arenols and anilines leading to organophosphates and phosphoramidates". supporting information. p. 5342 - 5347. Retrieved 2021/06/30.
• 3、 -. "P-nitrophenyl phosphate disodium and preparation method thereof". Paragraph 0062-0069; 0084-0086. . Retrieved 2020/01/12.