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

CAS No.：124755-24-4

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

Product Name:	ETHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE
Synonyms:	Ethyl 2-(bis(2,2,2-trifluoroethoxy)phosphoryl)acetate;[BIS-(2,2,2-TRIFLUORO-ETHOXY)-PHOSPHORYL]-ACETIC ACID METHYL ESTER;ETHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]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;Acetic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, ethyl ester
CAS:	124755-24-4
MF:	C8H11F6O5P
MW:	332.13
EINECS:
Product Categories:	Organic Building Blocks;Phosphonates/Phosphinates;Phosphorus Compounds
Mol File:	124755-24-4.mol

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

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
InChIKey	HBYHPBCAZBLFTD-UHFFFAOYSA-N

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
WGK Germany	3

MSDS Information

Provider	Language
SigmaAldrich	English

ETHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE Usage And Synthesis

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.

ETHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE Preparation Products And Raw materials

Raw materials

Acetic acid, (dichlorophosphinyl)-, ethyl ester-->BIS(2 2 2-TRIFLUOROETHYL)METHYLPHOSPHON&-->BIS(2,2,2-TRIFLUOROETHYL) PHOSPHITE-->Ethyl chloroformate-->Ethyl bromoacetate-->2,2,2-Trifluoroethanol

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