Diethyl allylphosphonate
Diethyl allylphosphonate (CAS: 1067-87-4) is an organophosphorus compound with the linear formula CH₂=CHCH₂P(O)(OC₂H₅)₂ and a molecular weight of 178.17 g/mol. This reagent is primarily utilised in various synthetic organic chemistry applications, including C-C bond formation and olefination reactions. It serves as a key building block in complex molecular synthesis, contributing to the creation of novel heterocycles and natural product analogues.
- IUPAC
- 2-Propenyl-phosphonic acid diethyl ester
- Synonyms
- 2-Propenyl-phosphonic acid diethyl ester
Copolymerization Reactions
Diethyl allylphosphonate can be used as a reactant in the copolymerization of phosphonated allyl monomers with maleic anhydride, facilitating the creation of specialised polymers.
Horner-Wadsworth-Emmons Reagents
As a Horner-Wadsworth-Emmons reagent, it is employed in olefination reactions for the stereoselective synthesis of complex organic molecules, including spongistatin 2 and pentacyclic furanosteroids.
Heterocycle Synthesis
This compound participates in reactions such as RCM (Ring-Closing Metathesis) to yield oxaphospholene and oxaphosphinene heterocycles, important structural motifs in medicinal chemistry.
Natural Product Synthesis
It is a valuable reactant in the enantioselective synthesis of solamin type mono-THF acetogenins and the preparation of protected polyhydroxylated β-amino acid constituents of microsclerodermins.
| Molecular weight | 178.17 |
|---|---|
| Linear formula | CH2=CHCH2P(O)(OC2H5)2 |
| Assay | 98% |
| Boiling point | 46 °C/0.35 mmHg(lit.) |
| Refractive index | n20/D 1.4340(lit.) |
| Application | Reactant for: • Copolymerization of phosphonated allyl monomers and maleic anhydride1• Enantioselective synthesis of solamin type mono-THF acetogenins2• RCM reaction yielding oxaphospholene and oxaphosphinene heterocycles3• Synthesis of spongistatin 2 using Wittig coupling4• Stereoselective synthesis of pentacyclic furanosteroids5• Preparation of protected polyhydroxylated β -amino acid constitutents of microsclerodermins6 |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Diethyl allylphosphonate used for?
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Diethyl allylphosphonate (CAS: 1067-87-4) is used as a reactant in various organic synthesis applications, including C-C bond formation, olefination, and the synthesis of heterocycles and complex natural product analogues.
What is the CAS number and formula for Diethyl allylphosphonate?
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The CAS number is 1067-87-4 and the linear formula is CH₂=CHCH₂P(O)(OC₂H₅)₂.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Diethyl allylphosphonate with an assay of 98%. This product is not represented as USP, BP, or EP grade.
How should Diethyl allylphosphonate be handled safely?
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Diethyl allylphosphonate is a Warning substance (H315-H319-H335). Handle with care, using appropriate personal protective equipment including eyeshields and gloves. Ensure adequate ventilation or use a suitable respirator. Avoid contact with skin, eyes, and clothing.
Is Diethyl allylphosphonate available for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including Diethyl allylphosphonate, and can facilitate international orders.
How can I request a quote or sample?
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To request a quote or a sample of Diethyl allylphosphonate, please contact our sales team through the website or by phone.
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