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;Diethylphosphoacetic acid;2-diethoxyphosphorylacetate;(diethoxyphosphoryl)acetate;DIETHYLPHOSPHONOACETIC ACID
CBNumber: CB9724914
Molecular Formula: C6H13O5P
Formula Weight: 196.14
MOL File: 3095-95-2.mol

More

Less

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

More

Less

Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 37/39-26
WGK Germany: 3
HS Code: 29319090

More

Less

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.

More

Less

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

More

Less

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

More

Less

DIETHYLPHOSPHONOACETIC ACID Suppliers

Belgium 2 Canada 1 China 193 France 3 Germany 4 India 4 Italy 1 Japan 4 Poland 1 Switzerland 2 United Kingdom 7 United States 18 Global 240

Creative Peptides

Tel
Email: info@creative-peptides.com
Country: United States
ProdList: 6083
Advantage: 56

AbaChemScene

Tel: 732-484-9848
Fax: 888-484-5008
Email: sales@chemscene.com
Country: United States
ProdList: 3982
Advantage: 60

Aladdin Scientific

Tel
Email: tp@aladdinsci.com
Country: United States
ProdList: 57505
Advantage: 58

Synthonix Inc

Tel: --
Fax: --
Email: info@synthonix.com
Country: United States
ProdList: 6872
Advantage: 58

Alichem Inc.

Tel: --
Fax: --
Email: sales@alichem.com
Country: United States
ProdList: 6167
Advantage: 58

Chem-Impex International, Inc. (CII)

Tel: --
Fax: --
Email: Customer@chemimpex.com
Country: United States
ProdList: 893
Advantage: 58

Oakwood Products, Inc.

Tel: --
Fax: --
Email: sales@oakwoodchemical.com
Country: United States
ProdList: 6193
Advantage: 74

OChem Incorporation

Tel: --
Fax: --
Email: sales@ocheminc.com
Country: United States
ProdList: 6501
Advantage: 60

VWR International, LLC.

Tel: --
Fax: --
Email: @sargentwelch.com
Country: United States
ProdList: 6262
Advantage: 58

Combi-Blocks Inc.

Tel: --
Fax: --
Email: sales@combi-blocks.com
Country: United States
ProdList: 6618
Advantage: 69

Riedel-de Haen AG

Tel: --
Fax: --
Country: United States
ProdList: 6773
Advantage: 87

Frontier Scientific, Inc.

Tel: --
Fax: --
Email: sales@frontiersci.com
Country: United States
ProdList: 6222
Advantage: 86

Matrix Scientific

Tel: --
Fax: --
Email: sales@matrixscientific.com
Country: United States
ProdList: 6632
Advantage: 80

Chem-Impex International, Inc.

Tel: --
Fax: --
Country: United States
ProdList: 6730
Advantage: 64

HONEST JOY HOLDINGS LIMITED

Tel: --
Fax: --
Email: sales@honestjoy.cn
Country: United States
ProdList: 6675
Advantage: 54

3B Scientific Corporation

Tel: --
Fax: --
Email: sales@3bsc.com
Country: United States
ProdList: 6718
Advantage: 47

Chemiplus Corporation

Tel: --
Fax: --
Email: okazaki@chemiplus.com
Country: United States
ProdList: 3198
Advantage: 38

Digital Specialty Chemicals, Inc.

Tel: --
Fax: --
Email: sales@digitalchem.com
Country: United States
ProdList: 710
Advantage: 85

More

Less

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

Hebei Chuanghai Biotechnology Co,.LTD

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

Shaanxi Dideu Medichem Co. Ltd

Product: DIETHYLPHOSPHONOACETIC ACID 3095-95-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20T
Release date: 2024-08-10

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

Mirogabalin Impurity 60

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