Diethyl 2-phenylethyl phosphonate
Diethyl 2-phenylethyl phosphonate (CAS: 54553-21-8) is an organophosphorus compound with the formula C6H5(CH2)2PO(OC2H5)2 and a molecular weight of 242.25 g/mol. This reagent is primarily utilised in organic synthesis for carbon-carbon bond formation. Its applications include the preparation of various carbonyl compounds and its use in reactions involving organoboranes, contributing to the synthesis of complex organophosphorous structures.
Preparation of Diketones and Keto Esters
This phosphonate serves as a reactant in the preparation of 1,3-diketones, β-keto esters, and β-keto phosphonates. The process involves carbanionic nucleophile addition to cyclic vinylogous acyl triflates, followed by ring-opening, condensation, and cleavage reactions.
Surface State Control in Nanocrystals
Diethyl 2-phenylethyl phosphonate has been employed to control the surface state emission properties of ultrasmall Cadmium Selenide (CdSe) nanocrystals, demonstrating its utility in materials science.
Synthesis of Organophosphorous Compounds
The compound reacts with organoboranes, facilitating the synthesis of diverse organophosphorous compounds. This highlights its role as a valuable building block in synthetic organophosphorus chemistry.
| Molecular weight | 242.25 |
|---|---|
| Linear formula | C6H5(CH2)2PO(OC2H5)2 |
| Assay | 98% |
| Boiling point | 125 °C/0.25 mmHg(lit.) |
| Density | 1.054 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.495(lit.) |
| Application | Reactant for:• Preparation of 1,3-diketones, β-keto esters, and β-keto phosphonates via 1,2-addition of carbanionic nucleophiles to cyclic vinylogous acyl triflates, followed by ring-opening fragmentation, Claisen condensation and carbon-carbon bond cleavage1• Controlling the surface state emission in ultrasmall CdSe nanocrystals2• Reactions with organoboranes for synthesis of organophosphorous compounds3 |
| Protective equipment | Eyeshields, Gloves |
|---|---|
| Flash point | >110 °C / >230 °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 2-phenylethyl phosphonate used for?
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Diethyl 2-phenylethyl phosphonate is used as a reactant in organic synthesis, particularly for C-C bond formation. Its applications include preparing 1,3-diketones, β-keto esters, and β-keto phosphonates, controlling surface emission in CdSe nanocrystals, and synthesising organophosphorous compounds via reactions with organoboranes.
What are the CAS number and formula for Diethyl 2-phenylethyl phosphonate?
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The CAS number for Diethyl 2-phenylethyl phosphonate is 54553-21-8, and its linear formula is C6H5(CH2)2PO(OC2H5)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Diethyl 2-phenylethyl phosphonate with a purity of 98%. This is a technical grade material, and TSS does not represent it as USP, BP, or EP grade.
What are the safety and handling recommendations for this product?
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Handling Diethyl 2-phenylethyl phosphonate requires appropriate personal protective equipment, including eyeshields and gloves. It has a flash point over 110 °C (230 °F). Please consult the Safety Data Sheet (SDS) for comprehensive hazard information.
Is Diethyl 2-phenylethyl phosphonate a controlled substance?
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The provided data does not indicate that Diethyl 2-phenylethyl phosphonate is a controlled substance.
How is Diethyl 2-phenylethyl phosphonate packed and shipped?
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Tech Serve Solutions ensures proper packing and export procedures for all chemicals, adhering to international shipping regulations. Specific packing details can be provided upon request.
How can I request a quote or sample?
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To request a quote or a sample of Diethyl 2-phenylethyl phosphonate, please contact our sales team through the website or via direct inquiry, providing your specific requirements.
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