Diethyl benzylphosphonate
Diethyl benzylphosphonate (CAS: 1080-32-6; Formula: C6H5CH2P(O)(OC2H5)2; Molar Mass: 228.22 g/mol) is a synthetic organic reagent primarily used in the Horner-Wadsworth-Emmons reaction for C-C bond formation. It serves as a key reactant in the synthesis of various organic compounds, including stilbenes, natural products, and potential therapeutic agents. Its reliable performance makes it a valuable tool in chemical synthesis and the development of new materials.
- IUPAC
- (Diethoxyphosphonomethyl)benzene,Benzylphosphonic acid diethyl ester,NSC 62294
- Synonyms
- Benzylphosphonic acid diethyl ester(Diethoxyphosphinoyl)methylbenzene(Diethoxyphosphonomethyl)benzeneDiethyl (phenylmethyl)phosphonateNSC 62294
Synthesis of Stilbenes
Diethyl benzylphosphonate is employed in Horner-Emmons reactions to synthesise stilbenes, which can be further modified through on-column oxidation of vicinal diols.
Development of Therapeutic Agents
This reagent is used in the synthesis of compounds with potential medicinal applications, such as inhibitors of the Wnt pathway for colon cancer repression and analogs of antimalarial drugs.
Natural Product Synthesis
It functions as a reactant in the synthesis of natural cytotoxic marine products of polyketide origin, often via intramolecular Diels-Alder reactions.
Material Science Research
Diethyl benzylphosphonate can be used to investigate the effects of functional groups on the performance of organic light-emitting diodes (OLEDs).
Cyclization Reactions
It serves as a reactant for the cyclization of aryl ethers, amines, and amides, facilitating the formation of cyclic structures.
| Molecular weight | 228.22 |
|---|---|
| Linear formula | C6H5CH2P(O)(OC2H5)2 |
| Assay | 99% |
| Boiling point | 106-108 °C/1 mmHg(lit.) |
| Density | 1.095 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.497(lit.) |
| Application | Reactant for synthesis of: • 3,5-dihydroxy-4-isopropylstilbene for treatment of skin disorders1• Natural cytotoxic marine products of polyketide origin via intramolecular Diels-Alder reactions2• Stilbenes via on-column oxidation of vicinal diols and Horner-Emmons reactions3• Inhibitors of teh Wnt pathway for colon cancer repression using Wadsworth-Emmons reactions4• Antimalarial drug analogs against P. falciparum5Reactant for:• Cyclization of aryl ethers, amines, and amides6• Investigating the effects of functional groups on the performance of clue organic LEDs7 |
| Protective equipment | Eyeshields, Gloves |
|---|---|
| Flash point | >113 °C / >235.4 °F |
| Water hazard class (WGK, DE) | 3 |
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 benzylphosphonate used for?
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Diethyl benzylphosphonate is a synthetic reagent used for C-C bond formation, particularly in Horner-Wadsworth-Emmons reactions. It is utilized in the synthesis of stilbenes, natural products, therapeutic agents like Wnt pathway inhibitors and antimalarial drug analogs, and in material science research for OLEDs.
What is the CAS number and chemical formula for Diethyl benzylphosphonate?
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The CAS number for Diethyl benzylphosphonate is 1080-32-6, and its chemical formula is C6H5CH2P(O)(OC2H5)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Diethyl benzylphosphonate with an assay of 99%. We do not represent this product as USP, BP, or EP grade.
What are the safety and handling recommendations for Diethyl benzylphosphonate?
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Diethyl benzylphosphonate has a flash point above 113 °C (235.4 °F) and requires the use of eyeshields and gloves for safe handling. It is classified under WGK Germany 3.
How is Diethyl benzylphosphonate packed and shipped?
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Diethyl benzylphosphonate is carefully packed to ensure safe transit and is available for export globally by Tech Serve Solutions.
How can I request a sample or quote for Diethyl benzylphosphonate?
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To request a sample or obtain a quote for Diethyl benzylphosphonate, please contact our sales team through the website or by phone.
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