3,5-Difluorophenylboronic acid
3,5-Difluorophenylboronic acid (CAS: 156545-07-2) is a versatile organoboron compound with the molecular formula F2C6H3B(OH)2 and a molecular weight of 157.91 g/mol. This disubstituted aryl boronic acid is a key building block in organic synthesis, primarily employed in cross-coupling reactions and the creation of complex molecular architectures. Its utility extends to the synthesis of biologically active compounds, including potential pharmaceutical intermediates.
- IUPAC
- (3,5-Difluorophenyl)dihydroxyborane,3,5-Difluorobenzeneboronic acid
- Synonyms
- F2C6H3B(OH)2(3,5-Difluorophenyl)dihydroxyborane3,5-Difluorobenzeneboronic acid
Suzuki-Miyaura Cross-Coupling Reactions
3,5-Difluorophenylboronic acid is a frequently used coupling partner in Suzuki-Miyaura reactions. This facilitates the formation of carbon-carbon bonds, enabling the synthesis of biaryl compounds and other complex organic structures.
Synthesis of Angiogenesis Inhibitors
This boronic acid has been utilized as a reactant in the synthesis of honokiol analogs. These analogs have shown potential as angiogenesis inhibitors, highlighting its role in medicinal chemistry research.
Homo-Coupling Reactions
The compound can participate in homo-coupling reactions, allowing for the formation of symmetrical biaryl systems. This is a valuable transformation for constructing specific molecular frameworks.
Enantioselective Borane Reduction
In specific synthetic pathways, 3,5-Difluorophenylboronic acid can be involved in enantioselective borane reductions, such as the reduction of trifluoroacetophenone, contributing to the synthesis of chiral molecules.
| Molecular weight | 157.91 |
|---|---|
| Linear formula | F2C6H3B(OH)2 |
| Application | Reactant involved in:• Synthesis of honokiol analogs as angiogenesis inhibitors1• Homo-coupling reactions2• Suzuki-Miyaura cross-coupling reactions3• Enantioselective borane reduction of trifluoroacetophenone4 |
| Melting point | 210-217 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
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 3,5-Difluorophenylboronic acid used for?
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3,5-Difluorophenylboronic acid is primarily used as a reactant and building block in organic synthesis. It is notably employed in Suzuki-Miyaura cross-coupling reactions, homo-coupling reactions, and the synthesis of specific analogs with potential biological activity, such as angiogenesis inhibitors.
What are the CAS number and formula for 3,5-Difluorophenylboronic acid?
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The CAS number for 3,5-Difluorophenylboronic acid is 156545-07-2. Its linear chemical formula is F2C6H3B(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 3,5-Difluorophenylboronic acid primarily as a research or technical grade chemical. The specific assay is detailed on the product's Certificate of Analysis. TSS does not represent this product as USP, BP, or EP grade.
How should 3,5-Difluorophenylboronic acid be handled safely?
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Handle 3,5-Difluorophenylboronic acid with appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves. Ensure good ventilation to avoid inhalation of dust, as it may cause respiratory tract irritation (H335). Avoid contact with skin (H315) and eyes (H319).
Is 3,5-Difluorophenylboronic acid a controlled substance?
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Based on the provided data, 3,5-Difluorophenylboronic acid is not listed as a controlled substance. However, customers should verify local regulations.
How is 3,5-Difluorophenylboronic acid packed and shipped?
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Tech Serve Solutions packs and exports chemicals in compliance with international shipping regulations. Specific packaging details can be provided upon request, and we serve a global clientele.
How can I request a quote or sample for 3,5-Difluorophenylboronic acid?
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To request a quote or a sample of 3,5-Difluorophenylboronic acid, please use the 'Request a Quote' or 'Request a Sample' form available on our website, providing your contact details and desired quantity.
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