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;Mirogabalin Impurity 60;acetyl diethyl phosphate;Diethyl phosphonoacetate;Diethylphosphoacetic acid;2-diethoxyphosphorylacetate;(diethoxyphosphoryl)acetate
- CBNumber
- CB9724914
- Molecular Formula
- C6H13O5P
- Formula Weight
- 196.14
- MOL File
- 3095-95-2.mol
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
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 37/39-26
- WGK Germany
- 3
- HS Code
- 29319090
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.
N-Bromosuccinimide Price
- Product number
- 268127
- Product name
- Diethylphosphonoacetic acid
- Purity
- 95%
- Packaging
- 5ml
- Price
- $38.5
- Updated
- 2025/07/31
- Product number
- 268127
- Product name
- Diethylphosphonoacetic acid
- Purity
- 95%
- Packaging
- 25ml
- Price
- $147
- Updated
- 2025/07/31
- Product number
- D3080
- Product name
- 2-(Diethoxyphosphoryl)acetic Acid
- Packaging
- 5G
- Price
- $37
- Updated
- 2025/07/31
- Product number
- D3080
- Product name
- 2-(Diethoxyphosphoryl)acetic Acid
- Packaging
- 25G
- Price
- $111
- Updated
- 2025/07/31
- Product number
- D444745
- Product name
- Diethylphosphonoacetic acid
- Packaging
- 25g
- Price
- $140
- Updated
- 2021/12/16
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
Production Methods
Diethylphosphonoacetic acid is synthesised using triethyl phosphonoacetate as a raw material by chemical reaction. The specific synthesis steps are as follows:
After dissolving triethyl phosphonoacetate (1.7 g, 7.5 mmol) in ethanol / water (15 mL ie 14: 1) at room temperature, potassium hydroxide (424.2 mg, 7.56 mmol, ) 6597-4400) was added and stirred at room temperature. The reaction was neutralized with 1N HCl to pH 4, the ethanol was removed by distillation under reduced pressure, diluted with chloroform (20 mL), washed with water (10 mL) and saturated brine (10 mL). The separated organic layer was dried over anhydrous sodium sulfate, filtered and distilled under reduced pressure to obtain 2-(diethoxyphosphoryl)acetic acid 4 (1.48 gm, 100percent).
Synthesis Reference(s)
Journal of the American Chemical Society, 102, p. 4534, 1980 DOI: 10.1021/ja00533a047
reaction suitability
reaction type: C-C Bond Formation
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
- 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
- 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
- Product
- DIETHYLPHOSPHONOACETIC ACID 3095-95-2
- Price
- US $5.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-08-19