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124755-24-4

124755-24-4 Structure

124755-24-4 Structure
IdentificationBack Directory
[Name]

ETHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE
[CAS]

124755-24-4
[Synonyms]

ETHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE
Ethyl 2-(bis(2,2,2-trifluoroethoxy)phosphoryl)acetate
Ethyl [bis(2,2,2-trifluoroethoxy)phosphinyl]acetate 97%
Di(3,3,3-trifluoroethyl)(ethoxycarbonylmethyl)phosphonate
[Bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-acetic acid ethyl ester
[BIS-(2,2,2-TRIFLUORO-ETHOXY)-PHOSPHORYL]-ACETIC ACID METHYL ESTER
Acetic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, ethyl ester
[Molecular Formula]

C8H11F6O5P
[MDL Number]

MFCD01318337
[MOL File]

124755-24-4.mol
[Molecular Weight]

332.13
Chemical PropertiesBack Directory
[Boiling point ]

249-250 °C(lit.)
[density ]

1.403 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.3730(lit.)
[Fp ]

>230 °F
[InChI]

InChI=1S/C8H11F6O5P/c1-2-17-6(15)3-20(16,18-4-7(9,10)11)19-5-8(12,13)14/h2-5H2,1H3
[InChIKey]

HBYHPBCAZBLFTD-UHFFFAOYSA-N
[SMILES]

C(OCC)(=O)CP(OCC(F)(F)F)(OCC(F)(F)F)=O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

Ethyl [Bis(2,2,2-trifluoroethoxy)phosphinyl]acetate is a reagent used in the preparation of spiroketal EBC-23; an anticancer agent, scytonemin A; a novel calcium antagonist and other useful organic compounds.
[Synthesis]

To stirred solution of 18-crown-6 (4.40 g, 16.65 mmol), THF (20 mL), and bis (2,2,2-trifluoroethyl) phosphite (1) (0.55 mL, 3.75 mmol), KHMDS (8.0 mL, 4.00 mmol, 0.5 M in toluene) was added via syringe in a dropwise manner at -78 oC. Ethyl chloroacetate (0.35 mL, 3.30 mmol) was added to the flask after 15 min. The reaction flask was allowed to warm to room temperature and stir for 4 hr. After standard workup procedure, the crude product was then purified by flash column chromatography (2:1-1:1 hexanes:EtOAc, Rf = 0.25 in 2:1 hexanes:EtOAc) yielding Ethyl [bis(2,2,2-trifluoroethoxy)phosphinyl]acetate (808 mg, 2.43 mmol, 73.4%) as a yellow syrup.
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