BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE

Bezeichnung:BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE

CAS-Nr88738-78-7

Englisch Name:BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE

CBNumberCB2475011

SummenformelC7H9F6O5P

Molgewicht318.11

MOL-Datei88738-78-7.mol

BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE physikalisch-chemischer Eigenschaften

Siedepunkt	246.6±40.0 °C(Predicted)
Dichte	1.504 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.370(lit.)
Flammpunkt	>230 °F
storage temp.	Inert atmosphere,Room Temperature
Aggregatzustand	Liquid
Farbe	Clear orange to dark orange-brown
Wichte	1.50
BRN	3594044
InChIKey	PVSJXEDBEXYLML-UHFFFAOYSA-N
CAS Datenbank	88738-78-7(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
F	10
Hazard Note	Irritant
HS Code	29319090

Gefahreninformationscode (GHS)

BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
clear orange to dark orange-brown liquid
Verwenden
Methyl?P,P-bis(2,2,2-trifluoroethyl)phosphonoacetate can be used:
- In one of the key synthetic steps for the preparation of?trans-hydrindanes and (R)-(+)-umbelactone.
- To prepare a cis-olefinic ester derivative by Still–Gennari olefination of an aldehyde derivative using 18-crown ether and potassium bis(trimethylsilyl)amide (KHMDS).
- In the synthesis of (?)-(6S,2′S)-epi?cryptocaryalactone.
Synthese
The synthesis method of Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl) phosphonate is as follows: To a stirred solution of dried 18-crown-6 (4.53 g, 17.14 mmol), THF (20 mL), and Bis(2,2,2-trifluoroethyl) Phosphite (0.70 mL, 1.29 mmol), was added KHMDS (9.0 mL, 4.50 mmol, 0.5M in toluene) by syringe in a dropwise manner at -78 ℃. After 15 min, methyl chloroacetate (0.30 mL, 3.41 mmol) was added and the reaction mixture was allowed to stir for 4 hr at room temperature. The reaction mixture was diluted with EtOAc (20 mL) and then quenched with sat. ammonium chloride (50 mL). The aqueous layer was extracted with EtOAc (3 x 30 mL). The combined organic extracts were dried under anhydrous magnesium sulfate. Following filtration, the solvents were removed in vacuo. The crude product was then purified by flash column chromatography (33% EtOAc in hexanes, Rf = 0.22 in 33% EtOAc in hexanes) yielding Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate (766 mg, 2.41 mmol, 70.3%) as a yellow syrup.

BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE Upstream-Materialien And Downstream Produkte

BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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