Ethyl dimethylphosphonoacetate
- Product Name
- Ethyl dimethylphosphonoacetate
- CAS No.
- 311-46-6
- Chemical Name
- Ethyl dimethylphosphonoacetate
- Synonyms
- Ethyl 2-(dimethoxyphosphoryl);DimethylEthylphosphonoacetate;ETHYL DIMETHYLPHOSPHONOACETATE;EthylDimethylphosphonoacetate>Dimethyl ethyl phosphonylacetate;ethyl 2-dimethoxyphosphorylacetate;ETHYL DIMETHYLPHOSPHONOACETATE 98%;ethyl (dimethoxyphosphinoyl)acetate;ethyl 2-dimethoxyphosphorylethanoate;Ethyl 2-(dimethoxyphosphinyl)acetate
- CBNumber
- CB7747548
- Molecular Formula
- C6H13O5P
- Formula Weight
- 196.14
- MOL File
- 311-46-6.mol
Ethyl dimethylphosphonoacetate Property
- Boiling point:
- 134 °C10 mm Hg(lit.)
- Density
- 1.188 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.435(lit.)
- Flash point:
- 99 °C
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- clear liquid
- color
- Colorless to Almost colorless
- BRN
- 1777603
- InChI
- InChI=1S/C6H13O5P/c1-4-11-6(7)5-12(8,9-2)10-3/h4-5H2,1-3H3
- InChIKey
- HUNISAHOCCASGM-UHFFFAOYSA-N
- SMILES
- C(OCC)(=O)CP(OC)(OC)=O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- 02610
- Product name
- Ethyl dimethylphosphonoacetate
- Purity
- technical, ≥90% (GC)
- Packaging
- 10ml
- Price
- $103
- Updated
- 2023/06/20
- Product number
- E1160
- Product name
- Ethyl Dimethylphosphonoacetate
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $50
- Updated
- 2025/07/31
- Product number
- E917443
- Product name
- Ethyl Dimethylphosphonoacetate
- Packaging
- 5g
- Price
- $90
- Updated
- 2021/12/16
- Product number
- O302
- Product name
- Ethyl Dimethylphosphonoacetate
- Packaging
- 100g
- Price
- $90
- Updated
- 2021/12/16
- Product number
- AK113540
- Product name
- Ethyl2-(dimethoxyphosphoryl)acetate
- Purity
- 97%
- Packaging
- 500g
- Price
- $97
- Updated
- 2021/12/16
Ethyl dimethylphosphonoacetate Chemical Properties,Usage,Production
Uses
Reactant for synthesis of:
- Non-nucleoside inhibitors of HCV polymerase NS5B
- Neuropeptide Y1 receptor antagonists
- Alkenylcarboxylates from Horner-Wadsworth-Emmons reactions
Reactant for:
- Enantioselective transfer hydrogenation for preparation of the C7-C14 fragment of ulapualide A
- Intramolecular Michael reactions
- Olefination of peptidyl aldehydes with stabilized ylides
Application
Ethyl dimethylphosphonoacetate could prepare a temporary plugging agent with hydroxyethylpyrrolidone and ethyl perfluorobutyl ether. The temporary plugging agent is useful for oil-water wells.
reaction suitability
reaction type: C-C Bond Formation
Synthesis
105-39-5
121-45-9
311-46-6
The general procedure for the synthesis of ethyl dimethylphosphonoacetate from ethyl chloroacetate and trimethoxyphosphorus is as follows: a dry and clean 500 mL coil was heated to 150 °C. Take 1000g (0.7 eq., 8.16 mol) of ethyl chloroacetate (boiling point 142~145°C at standard atmospheric pressure) in reaction flask A and dilute it by adding 4000g of toluene. Another 1417g (1.0 eq., 11.42mol) of trimethoxyphosphine (boiling point at 112°C under standard atmospheric pressure) was placed in reaction vial B, and 3583g of toluene was added for dilution. After the coil temperature was stabilized, pump A (mixed solution of ethyl chloroacetate and toluene) and pump B (mixed solution of trimethoxyphosphine and toluene) were activated, both at a flow rate of 25.0 g/min. The residence time of the reactants in the reactor was 10 min, and the reaction pressure was maintained at 0.5~2.0 MPa. Upon completion of the reaction, the discharge port was directly connected to the thin-film evaporation device, and the evaporation pressure was controlled to 4~ 10×102 Pa, and the temperature was 95~105°C. Finally, 1344 g of ethyl dimethylphosphonoacetate (boiling point of 110~112°C, 466 Pa) was obtained with a yield of 84%.
References
[1] Patent: CN107163079, 2017, A. Location in patent: Paragraph 0068; 0069; 0070; 0071
[2] Bulletin de la Societe Chimique de France, 1965, p. 1925 - 1930
[3] Tetrahedron Letters, 1999, vol. 40, # 8, p. 1455 - 1458
Ethyl dimethylphosphonoacetate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Ethyl dimethylphosphonoacetate manufacturers
- Product
- Ethyl dimethylphosphonoacetate 311-46-6
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-29
- Product
- Ethyl dimethylphosphonoacetate 311-46-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 200kg
- Release date
- 2019-08-30