Diethyl (bromodifluoromethyl)phosphonate
Diethyl (bromodifluoromethyl)phosphonate (CAS: 65094-22-6) is an organophosphorus compound with the linear formula BrCF2P(O)(OC2H5)2 and a molecular weight of 267.01 g/mol. It functions as a valuable reactant in chemical synthesis, particularly for carbon-carbon bond formation and olefination reactions. Its applications extend to the preparation of phosphopeptide mimetic prodrugs and difluoromethylphosphonic acid derivatives.
- IUPAC
- (Bromodifluoromethyl)phosphonic acid diethyl ester
Preparation of Phosphopeptide Mimetic Prodrugs
This reagent is used in the preparation of prodrugs designed to target the Src homology 2 (SH2) domain of signal transducer and activator of transcription 3 (Stat3).
Synthesis of Difluoromethylphosphonic Acid Derivatives
It serves as a precursor in the multi-step synthesis of Mycobacterium tuberculosis protein tyrosine phosphatase inhibitory difluoromethylphosphonic acid derivatives, involving key steps like Suzuki coupling.
P-C Bond Cleavage Studies
The compound has been studied for its reactivity, specifically for the cleavage of the P-C bond under basic hydrolysis conditions.
Intracellular Drug Delivery Prodrugs
It is employed in the preparation of prodrugs featuring a non-hydrolyzable difluoromethylphosphonate moiety for intracellular delivery of protein tyrosine phosphatase 1B (PTP1B) inhibitors.
| Molecular weight | 267.01 |
|---|---|
| Linear formula | BrCF2P(O)(OC2H5)2 |
| Assay | 96% |
| Boiling point | 40-41 °C/0.05 mmHg(lit.) |
| Density | 1.503 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.417(lit.) |
| Application | Reactant for:• Preparation of phosphopeptide mimetic prodrugs targeted to Src homology 2 (SH2) domain of signal transducer and activator of transcription 3 (Stat3)1• Synthesis of Mycobacterium tuberculosis protein tyrosine phosphatase inhibitory difluoromethylphosphonic acid derivatives via multi step synthesis with Suzuki coupling and resolution as key steps2• P-C bond cleavage on basic hydrolysis3• Preparation of a prodrug for intracellular delivery of protein tyrosine phosphatase 1B (PTP1B) inhibitor (nonhydrolyzable difluoromethylphosphonate moiety)4 |
| 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 (bromodifluoromethyl)phosphonate used for?
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Diethyl (bromodifluoromethyl)phosphonate is used as a reactant in chemical synthesis, including the preparation of phosphopeptide mimetic prodrugs, difluoromethylphosphonic acid derivatives, and prodrugs for intracellular drug delivery.
What are the CAS number and formula for Diethyl (bromodifluoromethyl)phosphonate?
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The CAS number is 65094-22-6, and the linear formula is BrCF2P(O)(OC2H5)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Diethyl (bromodifluoromethyl)phosphonate with an assay of 96%. We do not represent this product as USP, BP, or EP grade.
What are the safety considerations for handling this compound?
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Safety precautions include wearing eyeshields and gloves. This compound is classified under WGK Germany 3 and has a flash point above 113 °C (235.4 °F).
Is Diethyl (bromodifluoromethyl)phosphonate a controlled substance?
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The provided data does not indicate that Diethyl (bromodifluoromethyl)phosphonate is a controlled substance.
How is Diethyl (bromodifluoromethyl)phosphonate packed, shipped, and exported?
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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, packaging and shipping products in compliance with international regulations.
How can I request a sample or quote for Diethyl (bromodifluoromethyl)phosphonate?
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Please contact our sales team or use the online enquiry form on our website to request a sample or a quote.
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