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Triethyl phosphonoacetate is an important intermediate used in the manufacture of natural compounds such as vitamin compounds, drugs, insect pheromones, etc.
Triethyl phosphorylacetate is a widely used organophosphorus synthesis reagent, and is also an important raw material for the synthesis of drugs and polymeric material intermediates with excellent high strength and waterproof properties. It shows many excellent properties and is widely used in agriculture, medicine, industry and so on.
Items | Specifications | Results |
Appearance | Colorless transparent liquid | Conforms |
Purity (GC) | ≥99% | 99.88% |
Water | ≤0.2% | 0.04% |
Acid value,mgKOH/g | ≤1.0 | 0.14 |
Conclusion | The product conforms to the above specifications. | |
| Product parameters | |
| Cas number: | 867-13-0 |
| Appearance: | Colorless to Pale yellow liquid |
| Purity: | 99%min |
| Package details: | 200kg/drum |
| Brand: | Fortunachem |
Triethyl phosphonoacetate is an organophosphorus compound with the formula (EtO)₂P(O)CH₂CO₂Et (where Et = ethyl group). It is a clear, moisture-sensitive liquid commonly used as a key reagent in organic synthesis.
Its most important application is as a reagent in the Horner-Wadsworth-Emmons (HWE) olefination, a superior alternative to the Wittig reaction.
Function: It acts as a stabilized carbanion source. Deprotonation generates a phosphonate-stabilized anion, which reacts with aldehydes or ketones to produce α,β-unsaturated esters with high (E)-selectivity.
Key Advantage: The phosphate byproduct (water-soluble diethyl phosphate) is easily removed, simplifying purification compared to Wittig reactions.
Synthesis of α,β-Unsaturated Esters: The main product, essential for building blocks in pharmaceuticals, agrochemicals, and fragrances (e.g., cinnamate derivatives).
Building Block for Heterocycles: Used in the synthesis of pyrroles and other nitrogen-containing rings.
Precursor to Other Reagents: Can be hydrolyzed to phosphonoacetic acid or modified to generate other functionalized phosphonates.
Chain Extension: Serves as a one-carbon homologating agent for carbonyl compounds.
Versatility: Enables efficient, selective carbon-carbon double bond formation.
Handling: Typically used under inert atmosphere (due to moisture sensitivity) with strong bases like sodium hydride or potassium carbonate.
In summary, triethyl phosphonoacetate is a cornerstone reagent for synthesizing α,β-unsaturated esters via the HWE reaction, making it invaluable for constructing complex organic molecules in research and industry.
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