415642

Ethyl phenylphosphinate

94%

• Synonym(s): Ethoxyphenylphosphine oxide, O-Ethyl phenylphosphinate, Phenylphosphinic acid ethyl ester
• Linear Formula: C₆H₅P(O)H(OC₂H₅)
• CAS Number: 2511-09-3
• Molecular Weight: 170.15
• MDL number: MFCD11505905
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866017
• NACRES: NA.22

Properties

• Quality Level: 100
• 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

Description

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

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 235.4 °F - closed cup
• Flash Point(C): 113 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves