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374520

Sigma-Aldrich

Diethyl (trichloromethyl)phosphonate

97%

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About This Item

Linear Formula:
(CH3CH2O)2P(O)CCl3
CAS Number:
Molecular Weight:
255.46
Beilstein:
1210640
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.463 (lit.)

bp

130-131 °C/14 mmHg (lit.)

density

1.362 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCOP(=O)(OCC)C(Cl)(Cl)Cl

InChI

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

InChI key

RVAQSYWDOSHWGP-UHFFFAOYSA-N

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General description

Addition reaction of diethyl (trichloromethyl)phosphonate to olefins by non-chain catalytic reactions catalyzed by copper amine complexes has been reported.[1] Irradiation of diethyl (trichloromethyl)phosphonate in MeCN is reported to afford corresponding monoesters and olefins, via photochemical type II elimination reaction.[2]

Application

Diethyl (trichloromethyl)phosphonate may be used in the synthesis of chlorovinyl phosphonates via reaction with aldehydes and ketones.[3]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Photochemical type I and II elimination reactions of dialkyl (trichloromethyl) phosphonates.
Suzuki N, et al.
Bulletin of the Chemical Society of Japan, 53(5), 1421-1424 (1980)
Addition of diethyl trichloromethylphosphonate to olefins catalysed by copper complexes.
Villemin D, et al.
Tetrahedron Letters, 35(21), 3537-3538 (1994)
A novel synthesis of phosphonates from diethyl (trichloromethyl) phosphonate.
Lowen GT and Almond MR.
The Journal of Organic Chemistry, 59(!6), 4548-4550 (1994)

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