415642

Ethyl phenylphosphinate

94%

• Sinónimos: Ethoxyphenylphosphine oxide, O-Ethyl phenylphosphinate, Phenylphosphinic acid ethyl ester
• Fórmula lineal: C₆H₅P(O)H(OC₂H₅)
• Número de CAS: 2511-09-3
• Peso molecular: 170.15
• MDL number: MFCD11505905
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866017
• NACRES: NA.22

Propiedades

• assay: 94%
• form: liquid
• refractive index: n20/D 1.526 (lit.)
• bp: 94-95 °C/1 mmHg (lit.)
• density: 1.129 g/mL at 25 °C (lit.)
• SMILES string: CCO[PH](=O)c1ccccc1
• InChI: 1S/C8H11O2P/c1-2-10-11(9)8-6-4-3-5-7-8/h3-7,11H,2H2,1H3
• InChI key: UNUJZVUJPIOMGH-UHFFFAOYSA-N

Descripción

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.

Application

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 ester
• imidazol-2-yl-methyl(N-benzylamino)phosphonate diethyl ester
• imidazol-2-yl-methyl(N-butylamino)phenylphosphinate ethyl ester
• imidazol-2-yl-methyl(N-benzylamino)phenylphosphinate ethyl ester

Información de seguridad

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)