3,5-Dibromophenylboronic acid
3,5-Dibromophenylboronic acid (CAS 117695-55-3) is a disubstituted aryl boronic acid with the linear formula Br<sub>2</sub>C<sub>6</sub>H<sub>3</sub>B(OH)<sub>2</sub> and a molecular weight of 279.72 g/mol. It serves as a key reactant in various organic synthesis pathways. Its applications include the preparation of phenylene-boroxine networks, functionalised arylboronic acids, and borondipyrromethene hybrids, making it valuable in advanced chemical research and development.
- IUPAC
- 3,5-Dibromobenzene boronic acid
- Synonyms
- 3,5-Dibromobenzene boronic acid
Synthesis of Boroxine Networks
This compound is employed in vacuo condensation and on-surface radical addition reactions for the synthesis of robust phenylene-boroxine networks, demonstrating its utility in materials science.
Preparation of Functionalised Arylboronic Acids
It acts as a precursor in lithiation reactions of dihalophenyl dioxazaborocines, yielding specifically functionalised dihalophenylboronic acids for further synthetic elaboration.
Cycloboronation Reactions
3,5-Dibromophenylboronic acid participates in the cycloboronation of tetrasubstituted butanetetraols, contributing to the synthesis of complex organoboron structures.
Homocoupling Reactions
The compound can be utilised in the homocoupling of arylboronic acids, a fundamental transformation for constructing biaryl systems in organic synthesis.
Development of Borondipyrromethene Hybrids
It is a reactant in the synthesis of novel borondipyrromethene hybrids, relevant for applications in photochemistry and materials science.
Catalysis Research
This boronic acid is involved in studies concerning the structure and activity of N-heterocyclic carbene (NHC) and dendritic NHC iridium complexes, contributing to catalytic research.
| Molecular weight | 279.72 |
|---|---|
| Linear formula | Br2C6H3B(OH)2 |
| Application | Reactant involved in:• Vacuo condensation and on-surface radical addition for synthesis of phenylene-boroxine networks1• Lithiation of dihalophenyl dioxazaborocines yielding functionalized dihalophenylboronic acids2• Cycloboronation of tetrasubstituted butanetetraols3• Homocoupling of arylboronic acids4• Synthesis of borondipyrromethene hybrids5• Studies of structure and activity of NHC and dendritic NHC iridium complexes6 |
| Melting point | >300 °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 3,5-Dibromophenylboronic acid used for?
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3,5-Dibromophenylboronic acid is used as a reactant in various organic syntheses, including the creation of phenylene-boroxine networks, functionalised arylboronic acids, borondipyrromethene hybrids, and in studies of iridium complexes. It is also used in cycloboronation and homocoupling reactions.
What is the CAS number and formula for 3,5-Dibromophenylboronic acid?
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The CAS number for 3,5-Dibromophenylboronic acid is 117695-55-3 and its linear formula is Br<sub>2</sub>C<sub>6</sub>H<sub>3</sub>B(OH)<sub>2</sub>.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 3,5-Dibromophenylboronic acid. The specific grade and purity are available on the Certificate of Analysis. TSS does not represent this product as USP, BP, or EP grade.
How should 3,5-Dibromophenylboronic acid be handled?
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Handling requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. Consult the Safety Data Sheet for detailed handling and safety information.
Is 3,5-Dibromophenylboronic acid a controlled substance?
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The provided data does not indicate that 3,5-Dibromophenylboronic acid is a controlled substance.
How is 3,5-Dibromophenylboronic acid packed, shipped, and exported?
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Tech Serve Solutions packs, ships, and exports chemicals in compliance with all relevant regulations to ensure safe and secure delivery to clients worldwide.
How can I request a sample or quote for 3,5-Dibromophenylboronic acid?
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To request a sample or quote for 3,5-Dibromophenylboronic acid, please contact the Tech Serve Solutions sales team through the website or by phone.
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