DIETHYLPHOSPHONOACETIC ACID

DIETHYLPHOSPHONOACETIC ACID
  • CAS No.:3095-95-2

Important Notice

  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
  3. The purchaser must not use this product, or supply it to another party, for personal consumption, sports or fitness, weight loss, health supplements, food, or animal feed.
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DIETHYLPHOSPHONOACETIC ACID Basic information
Product Name:DIETHYLPHOSPHONOACETIC ACID
Synonyms:DIETHYLPHOSPHONOACETIC ACID;DIETHYLPHOSPHONOETHANOIC ACID;(DIETHOXYPHOSPHINOYL)ACETIC ACID;DIETHYLCARBOXYMETHYLPHOSPHONATE;Diethylcarboxymethylphosphonate, 98 %;2-diethoxyphosphorylacetate;Diethylphosphoacetic acid;(diethoxyphosphoryl)acetate
CAS:3095-95-2
MF:C6H13O5P
MW:196.14
EINECS:608-560-3
Product Categories:Horner-Wadsworth-Emmons Reagents;Olefination;C-C Bond Formation
Mol File:3095-95-2.mol
DIETHYLPHOSPHONOACETIC ACID Chemical Properties
Boiling point 150 °C/0.05 mmHg (lit.)
density 1.220 g/mL at 25 °C (lit.)
refractive index n20/D 1.445(lit.)
Fp >230 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form Viscous Liquid
pka3.48±0.10(Predicted)
Specific Gravity1.220
color Clear colorless to yellow
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 37/39-26
WGK Germany 3
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
DIETHYLPHOSPHONOACETIC ACID Usage And Synthesis
Chemical Propertiesclear colorless to yellow viscous liquid
UsesDiethylphosphonoacetic 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.
UsesActs as a nucleophile for nucleophilic addition reactions for synthesis of allene epoxidesReactant 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
DIETHYLPHOSPHONOACETIC ACID Preparation Products And Raw materials
Preparation ProductsDIETHYL VINYLPHOSPHONATE-->4-METHYLPENT-2-ENOIC ACID-->Methyl diethylphosphonoacetate-->Monoethyl fumarate-->Diethyl (benzyloxycarbonylmethyl)phosphonate, 98 %

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