Diethyl-4-methylbenzylphosphonate
Diethyl-4-methylbenzylphosphonate (CAS: 3762-25-2) is an organophosphorus compound with the formula CH3C6H4CH2P(O)(OC2H5)2 and a molecular weight of 242.25 g/mol. This reagent serves as a valuable building block in organic synthesis, primarily recognised for its role in C-C bond formation and olefination reactions. It is particularly useful in the Horner-Wadsworth-Emmons reaction for the synthesis of stilbenes and in intramolecular cyclization reactions.
- IUPAC
- Diethyl p-tolylmethylphosphonate,[(4-Methylphenyl)methyl]phosphonic acid diethyl ester
- Synonyms
- Diethyl p-tolylmethylphosphonate[(4-Methylphenyl)methyl]phosphonic acid diethyl ester
Stilbene Synthesis
This phosphonate is a key reactant in the synthesis of stilbenes through oxidation and Horner-Wadsworth-Emmons reactions, enabling the formation of valuable olefinic structures.
Intramolecular Cyclizations
It participates in intramolecular cyclization reactions involving aryl ethers, amines, and amides, facilitating the creation of cyclic organic molecules.
Organic LED Research
The compound has been studied for its role in synthesising materials for blue organic light-emitting diodes (OLEDs), investigating the impact of functional groups on device performance.
Olefination Reactions
As a reagent in olefination reactions, it facilitates the conversion of carbonyl compounds into alkenes, a fundamental transformation in organic synthesis.
Antimalarial Agent Preparation
This phosphonate has been employed in synthetic routes for the preparation of certain antimalarial agents, highlighting its utility in medicinal chemistry.
| Molecular weight | 242.25 |
|---|---|
| Linear formula | CH3C6H4CH2P(O)(OC2H5)2 |
| Assay | 97% |
| Boiling point | 110 °C/0.2 mmHg(lit.) |
| Density | 1.07 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.497(lit.) |
| Application | Reactant involved in:• Synthesis of stilbenes via oxidation and Horner-Emmons reactions1• Intramolecular cyclization of aryl ethers, amines, and amides2• Studies of the effects of functional groups on the performance of blue organic LEDs3,4• Olefination reactions5• Preparation of antimalarial agents6 |
| Protective equipment | Eyeshields, Gloves, half-mask respirator (EU), half-mask respirator (US), multi-purpose combination respirator cartridge (US) |
|---|---|
| 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-methylbenzylphosphonate used for?
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Diethyl-4-methylbenzylphosphonate is used as a reactant in organic synthesis, particularly for C-C bond formation, olefination reactions (like the Horner-Wadsworth-Emmons reaction for stilbene synthesis), intramolecular cyclizations, and in research for organic LEDs and antimalarial agents.
What are the CAS number and formula for Diethyl-4-methylbenzylphosphonate?
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The CAS number is 3762-25-2 and the linear formula is CH3C6H4CH2P(O)(OC2H5)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Diethyl-4-methylbenzylphosphonate with an assay of 97%. We do not represent this product as meeting USP, BP, EP, or other pharmacopoeia standards.
What are the safety and handling precautions for Diethyl-4-methylbenzylphosphonate?
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This compound is combustible with a flash point of 110 °C (230 °F). When handling, wear safety eyeshields and gloves. Respiratory protection, such as a half-mask respirator or a multi-purpose combination respirator cartridge, is recommended. It carries a WGK Germany classification of 3.
How is Diethyl-4-methylbenzylphosphonate packed, shipped, and exported?
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As a global supplier and exporter, Tech Serve Solutions ensures that Diethyl-4-methylbenzylphosphonate is packed and shipped in compliance with all relevant international regulations for chemical transport.
How can I request a sample or quote for Diethyl-4-methylbenzylphosphonate?
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To request a sample or a quote for Diethyl-4-methylbenzylphosphonate, please contact our sales department through the designated channels on our website.
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