Diethyl 4-chlorobenzylphosphonate
Diethyl 4-chlorobenzylphosphonate (CAS 39225-17-7), with the molecular formula ClC6H4CH2P(O)(OC2H5)2 and a molecular weight of 262.67 g/mol, is a valuable organophosphorus compound. It serves as a key reactant in various synthetic organic chemistry applications, including the preparation of biologically active molecules and materials for organic electronics. Its utility as a Horner-Wadsworth-Emmons reagent makes it instrumental in C-C bond formation.
- IUPAC
- p-(Chlorobenzyl)phosphonic acid diethyl ester,NSC 202843
Chromenone and Chromene Derivative Synthesis
This compound is utilized in the preparation of chromenone and chromene derivatives. These synthesized molecules have shown potential as anti-picornavirus capsid-binders, highlighting their significance in medicinal chemistry research.
Organic Light-Emitting Diode (OLED) Materials
It acts as a reactant in the preparation of wide band gap monomers and silafluorene copolymers. These materials are employed as emitter layers in organic LEDs, contributing to advancements in electronic display technology.
Asymmetric Synthesis of Gamma-Nitrophosphonates
Diethyl 4-chlorobenzylphosphonate participates in the asymmetric synthesis of gamma-nitrophosphonates. This is achieved through a Michael addition reaction with nitroalkenes, offering a route to complex molecular structures.
Wittig-Horner Reactions
As a Horner-Wadsworth-Emmons reagent, this phosphonate ester is employed in Wittig-Horner reactions. This olefination method is crucial for the stereoselective synthesis of alkenes.
| Molecular weight | 262.67 |
|---|---|
| Linear formula | ClC6H4CH2P(O)(OC2H5)2 |
| Assay | 97% |
| Boiling point | 162 °C(lit.) |
| Density | 1.19 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.509(lit.) |
| Application | Reactant for:• Preparation of chromenone and chromene derivatives as anti-picornavirus capsid-binders1• Preparation of wide band gap monomers and silafluorene copolymers with blue electroluminescence, as emitter layer in organic LEDs2• Asymmetric synthesis of gamma-nitrophosphonates via Michael addition with nitroalkenes3• Wittig-Horner reactions4 |
| 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 4-chlorobenzylphosphonate used for?
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Diethyl 4-chlorobenzylphosphonate is used as a reactant in organic synthesis, including the preparation of chromenone and chromene derivatives, materials for organic LEDs, and in asymmetric synthesis of gamma-nitrophosphonates via Michael addition. It is also a reagent for Wittig-Horner reactions.
What are the CAS number and chemical formula for Diethyl 4-chlorobenzylphosphonate?
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The CAS number is 39225-17-7 and the chemical formula is ClC6H4CH2P(O)(OC2H5)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Diethyl 4-chlorobenzylphosphonate with an assay of 97%. TSS does not represent this product as USP, BP, EP, or pharmaceutical grade.
What are the safety and handling precautions for Diethyl 4-chlorobenzylphosphonate?
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Appropriate personal protective equipment, including eyeshields and gloves, should be used. The compound has a flash point above 110 °C (230 °F) and a WGK Germany classification of 3, indicating it is hazardous to the aquatic environment.
Is Diethyl 4-chlorobenzylphosphonate a controlled substance?
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Based on the provided data, there is no indication that Diethyl 4-chlorobenzylphosphonate is a controlled substance.
How is Diethyl 4-chlorobenzylphosphonate packed and shipped?
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As a global supplier and exporter of fine chemicals, TSS ensures appropriate packaging and adherence to all shipping regulations for Diethyl 4-chlorobenzylphosphonate.
How can I request a sample or quote for Diethyl 4-chlorobenzylphosphonate?
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Please contact our sales department directly via the website or phone to request a sample or a quotation for Diethyl 4-chlorobenzylphosphonate.
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