2,4,6-Trifluorophenylboronic acid
2,4,6-Trifluorophenylboronic acid (CAS: 182482-25-3; Molar Mass: 175.90 g/mol) is a vital organometallic reagent. Its structure, featuring a trifluorinated phenyl ring and boronic acid functional groups, makes it highly reactive in organic synthesis. Primarily employed in Suzuki-Miyaura cross-coupling reactions, it facilitates the formation of carbon-carbon bonds for creating complex organic molecules used in pharmaceuticals and materials science.
- Synonyms
- 182482-25-3F3C6H2B(OH)2
Suzuki-Miyaura Coupling Reactions
This compound serves as a key coupling partner in Suzuki-Miyaura reactions, enabling the efficient synthesis of biaryl compounds. It reacts effectively with various aryl chlorides and challenging, unstable polyfluorophenyl substrates.
Synthesis of Phenylboronic Catechol Esters
2,4,6-Trifluorophenylboronic acid is a precursor in the synthesis of phenylboronic catechol esters, which are valuable intermediates in further synthetic transformations.
Enantioselective Borane Reduction
It plays a role in enantioselective borane reduction reactions, specifically in the reduction of trifluoroacetophenone, yielding chiral alcohols.
Transmetalation Processes
The compound participates in transmetalation reactions, a fundamental step in many organometallic catalytic cycles, allowing for the transfer of the trifluorophenyl group.
| Molecular weight | 175.90 |
|---|---|
| Linear formula | F3C6H2B(OH)2 |
| Application | Reactant involved in:• Synthesis of phenylboronic catechol esters1• Suzuki-Miyaura coupling reactions with aryl chlorides2 and unstable polyfluorophenyl3• Enantioselective borane reduction of trifluoroacetophenone4• Transmetalation5,6 |
| Melting point | 228-235 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| 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 2,4,6-Trifluorophenylboronic acid used for?
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2,4,6-Trifluorophenylboronic acid is primarily used as a reactant in organic synthesis, notably in Suzuki-Miyaura coupling reactions, the synthesis of phenylboronic catechol esters, enantioselective borane reductions, and transmetalation processes.
What are the CAS number and chemical formula for 2,4,6-Trifluorophenylboronic acid?
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The CAS number for 2,4,6-Trifluorophenylboronic acid is 182482-25-3. Its linear formula is F3C6H2B(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 2,4,6-Trifluorophenylboronic acid for research and chemical synthesis. The exact grade and purity are specified on the product's Certificate of Analysis. TSS does not represent this product as USP, BP, or EP grade.
What are the safety and handling precautions for this chemical?
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Handling 2,4,6-Trifluorophenylboronic acid requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used if dust inhalation is possible. Refer to the Safety Data Sheet for comprehensive hazard information.
How is 2,4,6-Trifluorophenylboronic acid packed, shipped, and exported?
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Tech Serve Solutions carefully packs and ships 2,4,6-Trifluorophenylboronic acid in compliance with international regulations for hazardous materials, ensuring safe transit to research institutions and chemical companies worldwide.
How can I request a sample or quote for 2,4,6-Trifluorophenylboronic acid?
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To request a sample or a quote for 2,4,6-Trifluorophenylboronic acid, please contact our sales team through the website or by email, providing your specific requirements.
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