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.)

Flash point:

>230 °F

InChIKey

HBYHPBCAZBLFTD-UHFFFAOYSA-N

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

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(124755-24-4)Related Product Information

• ETHYL (4-IODOBENZOYL)ACETATE
• BIS(2,2,2-TRIFLUOROETHYL) PHOSPHITE
• ETHYL 2-[BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONO] PROPIONATE
• ETHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE
• PHOSPHONOACETIC ACID
• BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE