| Identification | Back Directory | [Name]
DIETHYL TRICHLOROMETHYLPHOSPHONATE | [CAS]
866-23-9 | [Synonyms]
Ro-30658
TIMTEC-BB SBB008195
DIETHYL TRICHLOROMETHYLPHOSPHONATE
diethyl trichloromethanephosphonate
Trichloromethylphosphonic acid diethyl
Diethyl (trichloromethyl)phosphonate 97%
Diethyl (Trichloromethyl)phosphonate >
(Trichloromethyl)phosphonic acid diethyl
trichloromethyl-phosphonicacidiethylester
trichloro-methanephosphonicacidiethylester
DIETHYL (TRICHLOROMETHYL)PHOSPHONATE, 97 %
Trichloromethylphosphonic acid diethyl ester
1-[ethoxy(trichloromethyl)phosphoryl]oxyethane
Phosphonic acid, P-(trichloromethyl)-, diethyl ester | [Molecular Formula]
C5H10Cl3O3P | [MDL Number]
MFCD00013666 | [MOL File]
866-23-9.mol | [Molecular Weight]
255.46 |
| Chemical Properties | Back Directory | [Boiling point ]
130-131 °C14 mm Hg(lit.)
| [density ]
1.362 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.463(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
2-8°C
| [form ]
Liquid | [color ]
Colorless to Almost colorless | [Water Solubility ]
4.5g/L(25 ºC) | [BRN ]
1210640 | [InChI]
InChI=1S/C5H10Cl3O3P/c1-3-10-12(9,11-4-2)5(6,7)8/h3-4H2,1-2H3 | [InChIKey]
RVAQSYWDOSHWGP-UHFFFAOYSA-N | [SMILES]
P(C(Cl)(Cl)Cl)(=O)(OCC)OCC |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless to Almost colorless clear liquid. | [Uses]
Diethyl (trichloromethyl)phosphonate may be used in the synthesis of chlorovinyl phosphonates via reaction with aldehydes and ketones. | [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. | [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). | [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. |
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| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
parabiochem
|
| Telephone: |
025-83453382-8005 |
| Website: |
www.parabiochem.cn |
|