6231-03-4

Basic information

• Product Name: PHENYL-PHOSPHONOTHIOIC ACID DIETHYL ESTER
• Synonyms: PHENYL-PHOSPHONOTHIOIC ACID DIETHYL ESTER
• CAS NO: 6231-03-4
• Molecular Formula: C₁₀H₁₅O₂PS
• Molecular Weight: 230.263661
• Mol File: 6231-03-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 282.2°C at 760 mmHg
• Flash Point: 124.5°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 0.00582mmHg at 25°C
• Refractive Index: 1.529
• CAS DataBase Reference: PHENYL-PHOSPHONOTHIOIC ACID DIETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYL-PHOSPHONOTHIOIC ACID DIETHYL ESTER(6231-03-4)
• EPA Substance Registry System: PHENYL-PHOSPHONOTHIOIC ACID DIETHYL ESTER(6231-03-4)

Safety Data

• Hazardous Substances Data: 6231-03-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H15O2PS/c1-3-11-13(14,12-4-2)10-8-6-5-7-9-10/h5-9H,3-4H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 3497-00-5 phenylthiophosphonic acid dichloride 
• 101-77-9 4,4'-diamino diphenyl methane 
• 644-97-3 Dichlorophenylphosphine 
• 5075-13-8 O-ethyl phenylphosphonochloridothioate 
• 1638-86-4 diethyl phenylphosphonite 
• 2104-64-5 EPN 
• 917-58-8 potassium ethoxide 
• 141-52-6 sodium ethanolate 
• 2388-07-0 lithium ethoxide 

Downstream Products

• 57557-81-0 O-ethyl S-n-propyl phenylphosphonothioate 
• 824-72-6 P,P-dichlorophenylphosphine oxide 
• 57557-80-9 O,S-diethyl phenylphosphonothionate 
• 13113-96-7 S-Ethyl phenylphosphonochloridothiolate 
• 1498-51-7 ethyl phosphodichloridite 
• 1754-49-0 diethyl phenylphosphonate 
• 6230-93-9 O-ethyl phenylphosphonothioic acid 
• 67964-17-4 (S)_P(-)-O-ethyl phenylphosphonothioic acid 
• 70269-57-7 (R)_P(+)-O-ethyl phenylphosphonothioic acid 

Relevant articles and documents

Alkali-metal ion catalysis and inhibition in nucleophilic displacement reaction of O-ethyl O-4-nitrophenyl phenylphosphonothioate with alkali-metal ethoxides

A kinetic study on nucleophilic displacement reactions of O-ethyl O-4-nitrophenyl phenylphosphonothioate (an insecticide called EPN) with alkali-metal ethoxides (EtOM; M = Li, Na, K, and K/18-crown-6-ether) is reported. Dissection of pseudo-first-order rate constant (kobsd) into the second-order rate constants for the reaction of EPN with the dissociated EtO- (kEtO-) and ion-paired EtOM (kEtOM) has revealed that the reactivity increases in the order kEtOLi EtO EtONa EtOK EtOK/18-crown-6-ether, indicating that Li+ inhibits the reaction while the other M+ ions behave as a Lewis acid catalyst in the order Na+ + +. The contrasting M+ ion effects have been explained in terms of the hard and soft acids and bases (HSAB) principle, since EPN, as a polarizable P=S centered electrophile, would exert a weak interaction with Li+ (a hard acid) but a strong interaction with the 18C6-complexed K+ ion (a soft acid). M+ ions catalyze the current reaction by increasing the electrophilicity of the reaction center. EPN is less reactive than O-4-nitrophenyl diphenylphosphinothioate but is more reactive than O-4-nitrophenyl O,O-diethyl thiophosphate. Factors governing the reactivity of these P=S centered electrophiles are discussed.

Phosphacyclanes in reactions of bis(ortho-formylphenyl) phenylthioxophosphonate with diamines

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Optical resolution reagent and manufacturing method of optically active amines that uses it

PROBLEM TO BE SOLVEDTo provide an effective reagent for optical resolution which produce an optically active amines by resolving the (+/-)-amines and the method for producing the optically active amines characterized by using the same reagent. SOLUTION The O-alkylthiophosphoric acid represented as the following formula (1) is effective for the optical resolution of various amines.