ChemicalBook > CAS DataBase List > DIETHYLPHOSPHONOACETIC ACID

DIETHYLPHOSPHONOACETIC ACID

Product Name
DIETHYLPHOSPHONOACETIC ACID
CAS No.
3095-95-2
Chemical Name
DIETHYLPHOSPHONOACETIC ACID
Synonyms
2-(diethoxyphosphoryl)acetic acid;NSC 272281;Diethyl sulfonic acid;Venadaparib Impurity 39;acetyl diethyl phosphate;Diethylphosphoacetic acid;2-diethoxyphosphorylacetate;(diethoxyphosphoryl)acetate;DIETHYLPHOSPHONOACETIC ACID;DIETHYLPHOSPHONOETHANOIC ACID
CBNumber
CB9724914
Molecular Formula
C6H13O5P
Formula Weight
196.14
MOL File
3095-95-2.mol
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DIETHYLPHOSPHONOACETIC ACID Property

Boiling point:
150 °C/0.05 mmHg (lit.)
Density 
1.220 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.445(lit.)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
Viscous Liquid
pka
3.48±0.10(Predicted)
Specific Gravity
1.220
color 
Clear colorless to yellow
InChI
InChI=1S/C6H13O5P/c1-3-10-12(9,11-4-2)5-6(7)8/h3-5H2,1-2H3,(H,7,8)
InChIKey
DVQMPWOLBFKUMM-UHFFFAOYSA-N
SMILES
C(O)(=O)CP(OCC)(OCC)=O
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
37/39-26
WGK Germany 
3
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
268127
Product name
Diethylphosphonoacetic acid
Purity
95%
Packaging
5ml
Price
$18.76
Updated
2024/03/01
Sigma-Aldrich
Product number
268127
Product name
Diethylphosphonoacetic acid
Purity
95%
Packaging
25ml
Price
$143
Updated
2024/03/01
TRC
Product number
D444745
Product name
Diethylphosphonoacetic acid
Packaging
25g
Price
$140
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
ING0004122
Product name
DIETHYLPHOSPHONOACETIC ACID
Purity
95.00%
Packaging
5ML
Price
$775.24
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
ING0004122
Product name
DIETHYLPHOSPHONOACETIC ACID
Purity
95.00%
Packaging
25ML
Price
$1112.15
Updated
2021/12/16
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DIETHYLPHOSPHONOACETIC ACID Chemical Properties,Usage,Production

Description

Diethylphosphonoacetic Acid (DPA) is a Horner-Wadsworth-Emmons (HWE) reagent. The mixed anhydride of trifluoroacetic acid—diethylphosphonoacetic acid Treat a 21-hydroxy-20-keto steroid leads directly to cardenolides by an intramolecular Horner-Emmons reaction. It could also used as a dummy template to prepare a molecularly imprinted polymer  for use as an artificial receptor for organophosphorus pesticides (OPPs)[1-3].

Chemical Properties

clear colorless to yellow viscous liquid

Uses

Diethylphosphonoacetic Acid is a reagent that is used for enantioselective preparation of α-phosphoryl-α,β-unsatd.-δ-aryl-δ-lactones from nonracemic β-hydroxyaldehydes and their conversion to α-methylene-δ-aryl-δ-lactones.

Uses

Acts as a nucleophile for nucleophilic addition reactions for synthesis of allene epoxides

Reactant for:

  • Stereoselectivity studies of the Staudinger reaction
  • Enantioselective formation of diols via epoxidation and hydration reactions
  • Horner-Wadsworth-Emmons reactions
  • Remote chelation controlled Ireland-Claisen rearrangement
  • Ugi-Dieckmann reactions for synthesis of tetramic acid derivatives

Synthesis Reference(s)

Journal of the American Chemical Society, 102, p. 4534, 1980 DOI: 10.1021/ja00533a047

References

[1] S. Donovan, J. Mcmurry, M. Avery. “Synthesis of digitoxigenin by remote functionalization.” Tetrahedron Letters 20 1 (1979): 3287–3290.
[2] A. M. Boldi, Hisham O. Eissa, Charles R. Johnson. “Solid-phase library synthesis of triazolopyridazines via [4+2] cycloadditions.” Tetrahedron Letters 40 1 (1999): 619–622.
[3] Lu Zhang. “Preparation and Characterization of Broad-Spectrum Artificial Antibody for OPPs Based on Dummy Template Imprinting Technique.” International Journal of Polymer Analysis and Characterization 117 1 (2014): 510–521.

DIETHYLPHOSPHONOACETIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from DIETHYLPHOSPHONOACETIC ACID manufacturers

Nanjing Fred Technology Co., Ltd
Product
2-(Diethoxyphosphinyl)acetic acid 3095-95-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1 ton
Release date
2023-12-20
Weijer International Trade (Hebei) Co., Ltd
Product
Diethylphosphonoacetic acid 3095-95-2
Price
US $1.00/KG
Min. Order
1KG
Purity
>99%
Supply Ability
3000T
Release date
2023-03-23
Henan Aochuang Chemical Co.,Ltd.
Product
Diethylphosphonoacetic acid 3095-95-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-30

3095-95-2, DIETHYLPHOSPHONOACETIC ACIDRelated Search:

Triethyl 2-chloro-2-phosphonoacetate BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE DIETHYLPHOSPHONOACETIC ACID ETHYL ESTER TRIETHYL 2-PHOSPHONOBUTYRATE TRIETHYL 2-PHOSPHONOPROPIONATE TRIETHYL 2-PHOSPHONOPENTANOATE DIETHYLPHOSPHONOACETIC ACID METHYL ESTER TRIMETHYLSILYL DIETHYLPHOSPHONOACETATE DIETHYLPHOSPHONOACETIC ACID Triethyl 2-fluoro-2-phosphonoacetate Triethyl phosphonobromoacetate DIETHYLPHOSPHONOACETIC ACID TERT-BUTYL ESTER DIETHYLPHOSPHONOACETIC ACID ETHYL ESTER PHOSPHONOACETIC ACID TRIETHYL ALPHA-PROPARGYLPHOSPHONOACETATE TRIETHYL PHOSPHONOACETATE-13C2 TRIETHYL 2,2-DICHLORO-2-PHOSPHONOACETATE 2-ETHOXY-TRIETHYLPHOSPHONOACETATE

  • DIETHYLPHOSPHONOACETIC ACID
  • DIETHYLPHOSPHONOETHANOIC ACID
  • (DIETHOXYPHOSPHINOYL)ACETIC ACID
  • DIETHYLCARBOXYMETHYLPHOSPHONATE
  • Diethylcarboxymethylphosphonate, 98 %
  • 2-diethoxyphosphorylacetate
  • Diethylphosphoacetic acid
  • (diethoxyphosphoryl)acetate
  • (Diethoxyphosphinyl)acetic acid
  • 2-(Diethoxyphosphinyl)acetic acid
  • Diethylphosphonoacetic acid,98%
  • (Diethoxyphosphoryl)acetic acid, Diethylphosphonoacetic acid
  • Diethyl (hydroxycarbonylmethyl)phosphonate
  • acetyl diethyl phosphate
  • Diethylphosphonoacetic acid, 98% 25GR
  • 2-(diethoxyphosphoryl)acetic acid
  • Diethoxyphosphorylacetic acid
  • Diethyl carboxymethanephosphonate
  • Phosphono-acetic acid P,P-diethyl ester
  • Acetic acid,2-(diethoxyphosphinyl)-
  • Diethylphosphonoacetic acid 95%
  • NSC 272281
  • DIETHYLPHOSPHONOACETIC ACID(3095-95-2)
  • 2-diethoxyphosphorylaceticaci
  • Diethyl sulfonic acid
  • Venadaparib Impurity 39
  • 3095-95-2
  • 3095-95-5
  • C6H13O5P
  • C2H5O2POCH2CO2H
  • Synthetic Reagents
  • Olefination
  • Horner-Wadsworth-Emmons Reagents
  • C-C Bond Formation
  • Horner-Wadsworth-Emmons Reagents
  • Olefination
  • C-C Bond Formation