Diethylphosphonoacetic acid , 95% , 3095-95-2

Synonym(s):
(Diethoxyphosphinyl)acetic acid;Diethyl carboxymethylphosphonate;NSC 272281

CAS NO.：3095-95-2

Empirical Formula: C6H13O5P

Molecular Weight: 196.14

MDL number: MFCD00192032

EINECS: 608-560-3

PRODUCT 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.)
• Flash point: >230 °F
• storage temp.: Keep in dark place,Sealed in dry,Room Temperature
• form: Viscous Liquid
• pka: 3.48±0.10(Predicted)
• color: Clear colorless to yellow
• Specific Gravity: 1.220
• 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

Description and Uses

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].

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

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302-H315-H319-H335
• Precautionary statements: P261-P305+P351+P338
• Hazard Codes: Xn
• Risk Statements: 22-36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• HS Code: 29319090