866-23-9

  • Product Name:Diethyl (Trichloromethyl)phosphonate
  • Molecular Formula:C5H10 Cl3 O3 P
  • Purity:99%
  • Molecular Weight:255.465
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Product Details;

CasNo: 866-23-9

Molecular Formula: C5H10 Cl3 O3 P

factory and supplier 866-23-9 Diethyl (Trichloromethyl)phosphonate in stock

  • Molecular Formula:C5H10 Cl3 O3 P
  • Molecular Weight:255.465
  • Vapor Pressure:0.0204mmHg at 25°C 
  • Refractive Index:n20/D 1.463(lit.) 
  • Boiling Point:130-131 °C14 mm Hg(lit.)  
  • Flash Point:>230 °F  
  • PSA:45.34000 
  • Density:1.362 g/mL at 25 °C(lit.)  
  • LogP:3.58020 

DIETHYL TRICHLOROMETHYLPHOSPHONATE(Cas 866-23-9) Usage

Chemical Description

Diethyl trichloromethylphosphonate is an organophosphorus compound with the chemical formula (C2H5O)2P(O)CCl3.

Preparation

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.

General Description

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.

InChI:InChI=1/C5H10Cl3O3P/c1-3-10-12(9,11-4-2)5(6,7)8/h3-4H2,1-2H3

866-23-9 Relevant articles

DIREKTSYNTHESE VON N,N-DIORGANYL-PHOSPHORSAEUREDIALKYLESTERAMIDEN AUS TRIALKYLPHOSPHITEN

Albrecht, Steffen,Herrmann, Eckhard

, p. 189 - 192 (2007/10/02)

Dialkyl N,N-Diorganylphosphoroamidates r...

Qualitative investigation of the Wittig-Horner reaction by means of electrogenerated bases

Le Menn, J.C.,Sarrazin, J.

, p. 781 - 786 (2007/10/02)

Deprotonation reactions of various phosp...

REACTIVITY OF TRIETHYL PHOSPHITE WITH TETRACHLOROMETHANE : ELECTRON TRANSFER VERSUS IONIC SUBSTITUTION ON "POSITIVE" HALOGEN

Bakkas, Salem,Julliard, Michel,Chanon, Michel

, p. 501 - 512 (2007/10/02)

The reaction of triethyl phosphite (1) ...

QUESTION OF THE OUTGOING GROUP IN THE ARBUZOV REACTION OF 1-ADAMANTYL DIETHYL PHOSPHITE

Yurchenko, R. I.,Klepa, T. I.

, p. 632 - 633 (2007/10/02)

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866-23-9 Process route

tetrachloromethane
56-23-5

tetrachloromethane

diethyl trimethylsilyl phosphite
13716-45-5

diethyl trimethylsilyl phosphite

1,1,3,3-tetramethyl-1,3-disiletane
1627-98-1

1,1,3,3-tetramethyl-1,3-disiletane

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

diethyl (trichloromethyl)phosphonate
866-23-9

diethyl (trichloromethyl)phosphonate

chloroform
67-66-3,8013-54-5

chloroform

diethyl chlorophosphate
814-49-3

diethyl chlorophosphate

Conditions
Conditions Yield
at 45 - 55 ℃; for 3h; Product distribution;
19.7%
59.7%
30.86 % Chromat.
3.71 % Chromat.
tetrachloromethane
56-23-5

tetrachloromethane

diphosphorous acid tetraethyl ester
21646-99-1

diphosphorous acid tetraethyl ester

diethyl phosphorylchloridite
589-57-1

diethyl phosphorylchloridite

diethyl (trichloromethyl)phosphonate
866-23-9

diethyl (trichloromethyl)phosphonate

diethyl chlorophosphate
814-49-3

diethyl chlorophosphate

Conditions
Conditions Yield

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