374520
Diethyl (trichloromethyl)phosphonate
97%
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About This Item
Linear Formula:
(CH3CH2O)2P(O)CCl3
CAS Number:
Molecular Weight:
255.46
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1210640
assay
97%
form
liquid
InChI
1S/C5H10Cl3O3P/c1-3-10-12(9,11-4-2)5(6,7)8/h3-4H2,1-2H3
SMILES string
CCOP(=O)(OCC)C(Cl)(Cl)Cl
InChI key
RVAQSYWDOSHWGP-UHFFFAOYSA-N
bp
130-131 °C/14 mmHg (lit.)
density
1.362 g/mL at 25 °C (lit.)
storage temp.
2-8°C
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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A novel synthesis of phosphonates from diethyl (trichloromethyl) phosphonate.
Lowen GT and Almond MR.
The Journal of Organic Chemistry, 59(!6), 4548-4550 (1994)
Addition of diethyl trichloromethylphosphonate to olefins catalysed by copper complexes.
Villemin D, et al.
Tetrahedron Letters, 35(21), 3537-3538 (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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