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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
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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
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Safety

Hazard Codes 
Xi
Safety Statements 
23-24/25
WGK Germany 
3
HS Code 
2920907090
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
02610
Product name
Ethyl dimethylphosphonoacetate
Purity
technical, ≥90% (GC)
Packaging
10ml
Price
$103
Updated
2023/06/20
TCI Chemical
Product number
E1160
Product name
Ethyl Dimethylphosphonoacetate
Purity
>97.0%(GC)
Packaging
25g
Price
$50
Updated
2025/07/31
TRC
Product number
E917443
Product name
Ethyl Dimethylphosphonoacetate
Packaging
5g
Price
$90
Updated
2021/12/16
AK Scientific
Product number
O302
Product name
Ethyl Dimethylphosphonoacetate
Packaging
100g
Price
$90
Updated
2021/12/16
Ark Pharm
Product number
AK113540
Product name
Ethyl2-(dimethoxyphosphoryl)acetate
Purity
97%
Packaging
500g
Price
$97
Updated
2021/12/16
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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

Henan Aochuang Chemical Co.,Ltd.
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
Career Henan Chemical Co
Product
Ethyl dimethylphosphonoacetate 311-46-6
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
200kg
Release date
2019-08-30

311-46-6, Ethyl dimethylphosphonoacetateRelated Search:


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