374520
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. Irradiation of diethyl (trichloromethyl)phosphonate in MeCN is reported to afford corresponding monoesters and olefins, via photochemical type II elimination reaction.
Application
Diethyl (trichloromethyl)phosphonate may be used in the synthesis of chlorovinyl phosphonates via reaction with aldehydes and ketones.
Signal Word
Warning
Hazard Statements
Precautionary 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
Regulatory Information
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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)
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)
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