311-45-5

Basic information

• Product Name: PARAOXON
• Synonyms: DIETHYL P-NITROPHENYL PHOSPHATE;E 600;ESTER 25;FOSFAKOL;ETICOL;Chinorta;Chinorto;Diaethyl-p-nitrophenylphosphorsaeureester
• CAS NO: 311-45-5
• Molecular Formula: C₁₀H₁₄NO₆P
• Molecular Weight: 275.2
• EINECS: 206-221-0
• Product Categories: All Inhibitors;Inhibitors
• Mol File: 311-45-5.mol
• Article Data: 36

Chemical Properties

• Melting Point: 300°C
• Boiling Point: 169-170°C
• Flash Point: 162.3°C
• Appearance: yellow/oil
• Density: 1.274 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.51(lit.)
• Storage Temp.: 2-8°C
• Water Solubility: 3.627g/L(20 oC)
• Merck: 13,7102
• BRN: 1915526
• CAS DataBase Reference: PARAOXON(CAS DataBase Reference)
• NIST Chemistry Reference: PARAOXON(311-45-5)
• EPA Substance Registry System: PARAOXON(311-45-5)

Safety Data

• Hazard Codes: T+,N
• Statements: 26/27/28-50
• Safety Statements: 36/37/39-45-61
• RIDADR: UN 2810 6.1/PG 1
• WGK Germany: 3
• RTECS: TC2275000
• HazardClass: 6.1(a)
• PackingGroup: I
• Hazardous Substances Data: 311-45-5(Hazardous Substances Data)

Usage

Chemical Description

Paraoxon and tributyl phosphate are substrates that were used to study the catalytic activity of the phosphotriesterase enzyme.

Chemical Properties

Different sources of media describe the Chemical Properties of 311-45-5 differently. You can refer to the following data:
1. Oily Liquid
2. Paraoxon is an odorless, reddish-yellow oil. Fruity odor.

Uses

Different sources of media describe the Uses of 311-45-5 differently. You can refer to the following data:
1. Insecticide.
2. A cholinesterase inhibitor
3. 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.

Definition

ChEBI: An aryl dialkyl phosphate where both the alkyl groups are ethyl and the aryl group is 4-nitrophenyl.

Synthesis Reference(s)

Tetrahedron Letters, 31, p. 3359, 1990 DOI: 10.1016/S0040-4039(00)89065-6

General Description

Reddish-yellow oily liquid with a faint fruity odor.

Reactivity Profile

Organophosphates are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Fire Hazard

Flash point data for PARAOXON are not available; however, PARAOXON is probably combustible.

Biochem/physiol Actions

Potent irreversible acetylcholinesterase inhibitor

Safety Profile

A deadly poison by ingestion,intraperitoneal, intravenous, subcutaneous, intramuscular,and parenteral routes. Mutation data reported. Humansystemic effects: coma, convulsions, miosis. Acholinesterase inhibitor. An insecticide. When heated todecompos

Potential Exposure

An organophosphate insecticide. Has been used as a medication.

Incompatibilities

Keep away from alkaline materials and strong oxidizers. Contact with oxidizers can cause the release of toxic oxides of phosphorus. May react violently with antimony(V) pentafluoride. Incompatible with lead diacetate, magnesium, silver nitrate. In the presence of strong reducing agents such as hydrides, organophosphates form highly toxic and flammable phosphine gas.

Waste Disposal

In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

InChI:InChI=1/C6H6NO6P.C4H10/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12;1-3-4-2/h1-4H,(H2,10,11,12);3-4H2,1-2H3

Upstream product

• 56-38-2 parathion 
• 100-02-7 4-nitro-phenol 
• 681035-21-2 (2-oxo-5,5-diphenyl-oxazolidin-3-yl)-phosphonic acid diethyl ester 
• 78-40-0 triethyl phosphate 
• 814-49-3 diethyl chlorophosphate 
• 824-78-2 4-nitrophenol sodium salt 
• 124391-82-8 Dicyclohexyl-amine; compound with 4-nitro-phenol 
• 762-04-9 phosphonic acid diethyl ester 
• 1124-32-9 lithium 4-nitrophenolate 
• 14609-74-6 p-nitrophenolate 
• 113947-93-6 N-(diethoxyphosphoryl)imidazolium ion 
• 28341-54-0 4-(4-nitrophenoxy)butanoic acid 
• 2510-86-3 O,O-diethyl O-phenyl phosphate 
• 777-52-6 1-dichlorophosphoryloxy-4-nitro-benzene 

Downstream Products

• 14609-74-6 p-nitrophenolate 
• 113947-93-6 N-(diethoxyphosphoryl)imidazolium ion 
• 78-40-0 triethyl phosphate 
• 100-02-7 4-nitro-phenol 
• 2510-86-3 O,O-diethyl O-phenyl phosphate 
• 2870-30-6 sodium diethyl phosphate 
• 824-78-2 4-nitrophenol sodium salt 
• 330-13-2 mono-p-nitrophenyl phosphate 
• 17659-67-5 ethyl p-nitrophenyl phosphate 
• 5076-63-1 (4-chlorophenyl)diethyl phosphate 
• 133524-32-0 succinimidyl diethyl phosphate 
• 867-17-4 diethyl methyl phosphate 
• 56830-42-3 diethyl 2-phenylethyl phosphate 
• 4972-36-5 O,O-diethyl piperidinophosphate diester 

Relevant articles and documents

Monitoring the phosphorylation of phenol derivatives with diethyl chlorophosphate in liquid-liquid and solid-liquid phase by in situ fourier transform infrared spectroscopy, part II

The reaction of 4-chlorophenol and 4-nitrophenol with diethyl chlorophosphate carried out in a liquid-liquid and solid-liquid two phase system, respectively, was monitored by in situ Fourier transform IR spectroscopy. Copyright Taylor & Francis Group, LLC.

Electrochemical phosphorylation of arenols and anilines leading to organophosphates and phosphoramidates

A practical phosphorylation for generating organophosphates and phosphoramidatesviaelectrochemical dehydrogenative cross-coupling of P(O)H compounds with arenols and anilines is disclosed. This method involves using inorganic iodide salts as both redox catalysts and electrolytes in an undivided cell without the addition of oxidants or bases. A preliminary mechanistic study suggests that radicals are not involved in this process. This method is green and eco-friendly and has good functional group tolerance, high yields and broad substrate scope, with the potential for practical synthesis.

Quinoline compound as well as preparation method, pharmaceutical composition and application thereof

The invention discloses a compound shown as a general formula I, pharmaceutically acceptable salt or metabolite of the compound, and a preparation method, a pharmaceutical composition and applicationof the compound. The compound shown in the general formula I, the pharmaceutically acceptable salt thereof or the metabolite thereof has a good treatment effect on virus infection, has small toxic andside effects, and can be used for preventing or treating virus infection.

P-nitrophenyl phosphate disodium and preparation method thereof

The invention provides p-nitrophenyl phosphate disodium and a preparation method thereof. The preparation method comprises the following steps: 1, enabling p-nitrophenol to react with dialkyl chloridephosphate in the presence of an alkali so as to obtain O,O-dialkyl p-nitrophenyl phosphate; 2, performing an alkyl ester desorption reaction on the O,O-dialkyl p-nitrophenyl phosphate and a compoundwith trimethylsilyl groups so as to obtain O,O-di(trimethylsilyl) p-nitrophenyl phosphate; 3, performing a hydrolysis reaction on the O,O-di(trimethylsilyl) p-nitrophenyl phosphate so as to obtain p-nitrophenyl phosphate; and 4, enabling the p-nitrophenyl phosphate to react with sodium hydroxide, so as to obtain the p-nitrophenyl phosphate disodium. According to the preparation method provided bythe invention, the intermediate product obtained in the step 1 can be purified through vacuum distillation, and byproducts which are hard to remove are not generated in later operation of ether hydrolysis or pH value adjustment, so that the purification difficulty of the product is greatly reduced; and due to selection of the compound with the trimethylsilyl groups, hydrolysis can be implemented thoroughly, and in addition, the system can be clean.