2511-09-3

Basic information

• Product Name: ETHYL PHENYLPHOSPHINATE
• Synonyms: ETHYL PHENYLPHOSPHINATE;O-Ethylphenylphosphinate;phenylphosphinicacidethylester;Phenyl-phosphinicacidethylester;phenyl-phosphinicaciethylester;Ethoxyphenylphosphine oxide;Phenylphosphinic acid ethyl;Ethyl phenyl phosphoinate
• CAS NO: 2511-09-3
• Molecular Formula: C8H11O2P
• Molecular Weight: 170.15
• Product Categories: Organic Building Blocks;Phosphonates/Phosphinates;Phosphorus Compounds;Aromatic Building Blocks
• Mol File: 2511-09-3.mol
• Article Data: 53

Chemical Properties

• Boiling Point: 94-95 °C1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.129 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.053mmHg at 25°C
• Refractive Index: n20/D 1.526(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: ETHYL PHENYLPHOSPHINATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL PHENYLPHOSPHINATE(2511-09-3)
• EPA Substance Registry System: ETHYL PHENYLPHOSPHINATE(2511-09-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• RTECS: SZ5600000
• Hazardous Substances Data: 2511-09-3(Hazardous Substances Data)

Usage

Uses

Ethyl phenylphosphinate may be used in the preparation of the following diethyl imidazol-2-yl-(amino) methylphosphonates and phosphinates:imidazol-2-yl-methyl(N-butylamino)phosphonate diethyl esterimidazol-2-yl-methyl(N-benzylamino)phosphonate diethyl esterimidazol-2-yl-methyl(N-butylamino)phenylphosphinate ethyl esterimidazol-2-yl-methyl(N-benzylamino)phenylphosphinate ethyl ester

General Description

Ethyl phenylphosphinate is an organophosphorous compound. It undergoes regioselective Markovnikov addition reaction with terminal alkynes in the presence of palladium-1,2-bis(diphenylphosphino)ethane complex (catalyst). Ethyl phenylphosphinate is the photodecomposition product of Inezin (S-benzyl O-ethyl phenylphosphonothiolate) on the ultraviolet irradiation. It can be prepared by the reaction of phosphinic acid with ethyl chloroformate in the presence of pyridine. Its ethylation using ethyl trimethylsilyl phenylphosphonite or the corresponding trimethylstannyl ester has been described. Its free-radical addition to ethylene has been reported to proceed with the retention of configuration.

InChI:InChI=1/C8H11O2P/c1-2-10-11(9)8-6-4-3-5-7-8/h3-7,11H,2H2,1H3

Upstream product

• 64-17-5 ethanol 
• 644-97-3 Dichlorophenylphosphine 
• 23588-02-5 ethyl phenylphosphonochloridothioite 
• 40618-45-9 O,S-diethylphenylthiophosphonite 
• 81741-70-0 8-Phenyl-8λ⁵-[1,3,2]oxazaphospholo[2,3-b][1,3,2]oxazaphosphole-2,6-dione 
• 78-10-4 tetraethoxy orthosilicate 
• 1779-48-2 phenylphosphinic acid 
• 108-86-1 bromobenzene 
• 122-52-1 triethyl phosphite 
• 105-58-8 Diethyl carbonate 
• 100-58-3 phenylmagnesium bromide 
• 75-03-6 ethyl iodide 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 15453-04-0 (1-Hydroxy-1-methylethyl)-diphenylphosphine oxide 

Downstream Products

• 109868-85-1 phenyl-(2-[2]pyridyl-ethyl)-phosphinic acid ethyl ester 
• 7016-64-0 ethyl acetyl(phenyl)phosphinate 
• 115049-34-8 (1-acetoxy-vinyl)-phenyl-phosphinic acid ethyl ester 
• 113511-10-7 (2-acetoxy-ethyl)-phenyl-phosphinic acid ethyl ester 
• 20543-67-3 ethyl 2-cyanoethyl(phenyl)-phosphinate 
• 23812-38-6 [(4-Bromo-phenyl)-(ethoxy-phenyl-phosphinoyl)-hydroxy-methyl]-phosphonic acid diethyl ester 
• 23471-98-9 Phenyl-phosphonic acid (4-bromo-phenyl)-(diethoxy-phosphoryl)-methyl ester ethyl ester 
• 23471-92-3 [(2-Chloro-phenyl)-(ethoxy-phenyl-phosphinoyl)-hydroxy-methyl]-phosphonic acid diethyl ester 
• 58194-89-1 Phenyl-(phenyl-{N'-[1-phenyl-meth-(E)-ylidene]-hydrazino}-methyl)-phosphinic acid ethyl ester 
• 128640-21-1 [1-(4-Dimethylamino-phenyl)-2-nitro-ethyl]-phenyl-phosphinic acid ethyl ester 

Relevant articles and documents

Palladium-Catalyzed Domino Cyclization/Phosphorylation of gem-Dibromoolefins with P(O)H Compounds: Synthesis of Phosphorylated Heteroaromatics

We presented a palladium-catalyzed domino cyclization/phosphorylation of gem-dibromoolefins, which utilize H-phosphinates and secondary phosphine oxides as the phosphine sources, respectively. A variety of phosphorylated heteroaromatics were obtained in m

Stereo- And Regioselective cis-Hydrophosphorylation of 1,3-Enynes Enabled by the Visible-Light Irradiation of NiCl2(PPh3)2

Described herein is a stereo- and regioselective cis-hydrophosphorylation reaction of the internal alkyne of 1,3-enynes that accesses various 1,3-dienes in good isolated yields. The visible-light irradiation of NiCl2(PPh3)2 allows the generation of highly reactive nickel(II)-phosphorus species that subsequently migrate into the internal alkyne of the 1,3-enynes and protonate the resulting vinyl nickel species, leading to various phosphinoyl 1,3-butadienes under mild reaction conditions.

B(C6F5)3-catalyzed O-H insertion reactions of diazoalkanes with phosphinic acids

A highly efficient base-, metal-, and oxidant-free catalytic O-H insertion reaction of diazoalkanes and phosphinic acids in the presence of B(C6F5)3has been developed. This powerful methodology provides a green approach towards the synthesis of a broad spectrum of α-phosphoryloxy carbonyl compounds with good to excellent yields (up to 99% yield). The protocol features the advantages of operational simplicity, high atom economy, practicality, easy scalability and environmental friendliness.