Diethyl (trichloromethyl)phosphonate

Bezeichnung:Diethyl (trichloromethyl)phosphonate

CAS-Nr866-23-9

Englisch Name:Diethyl (trichloromethyl)phosphonate

CBNumberCB7725977

SummenformelC5H10Cl3O3P

Molgewicht255.46

MOL-Datei866-23-9.mol

Diethyl (trichloromethyl)phosphonate physikalisch-chemischer Eigenschaften

Siedepunkt	130-131 °C/14 mmHg (lit.)
Dichte	1.362 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.463(lit.)
Flammpunkt	>230 °F
storage temp.	2-8°C
Aggregatzustand	Liquid
Farbe	Colorless to Almost colorless
Wasserlöslichkeit	4.5g/L(25 ºC)
BRN	1210640

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38-22
S-Sätze:	26-36-60-36/37
RIDADR	UN3278
WGK Germany	3
RTECS-Nr.	TA0988000
F	9-21
HazardClass	6.1
PackingGroup	III
HS Code	29319000

Gefahreninformationscode (GHS)

Diethyl (trichloromethyl)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
Colorless to Almost colorless clear liquid.
Verwenden
Diethyl (trichloromethyl)phosphonate may be used in the synthesis of chlorovinyl phosphonates via reaction with aldehydes and ketones.
synthetische
Diethyl trichloromethylphosphonate was also obtained from diethyltrimethylsilyl phosphite in 60 % yield, and from benzyldiethyl phosphite in the presence of dibenzoyl peroxide and an ultraviolet source in a radical induced reaction in 87 % yield (compared to 26 % without the dibenzoyl peroxide).
Application
Diethyl trichloromethylphosphonate has been used as a carbenoid precursor in the reaction with Bu3B.
Diethyl trichloromethylphosphonate is used mainly in the synthesis of 1,1-dichloro-1-alkenes from carbonyl compounds via Horner–Wadsworth–Emmons (HWE)-type reactions.
Diethyl trichloromethylphosphonate reacts with olefins under Cu(I) or Fe(III) catalysis to give insertion of the olefinic substrate into one of the C–Cl bonds.
Allgemeine Beschreibung
Addition reaction of diethyl (trichloromethyl)phosphonate to olefins by non-chain catalytic reactions catalyzed by copper amine complexes has been reported. Irradiation of diethyl (trichloromethyl)phosphonate in MeCN is reported to afford corresponding monoesters and olefins, via photochemical type II elimination reaction.

Diethyl (trichloromethyl)phosphonate Upstream-Materialien And Downstream Produkte

Diethyl (trichloromethyl)phosphonate Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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