3-Bromophenylboronic acid
3-Bromophenylboronic acid (CAS 89598-96-9) is an organoboronic acid with the formula BrC6H4B(OH)2 and a molecular weight of 200.83. This compound serves as a valuable building block in organic synthesis. It participates in various cross-coupling reactions, including Suzuki-Miyaura coupling, and is employed in the synthesis of complex organic molecules and functional materials. Its reactivity makes it a key intermediate in diverse chemical research and development processes.
- IUPAC
- 3-Bromobenzeneboronic acid
- Synonyms
- 3-Bromobenzeneboronic acid
Organic Synthesis Intermediate
3-Bromophenylboronic acid is a versatile reagent used in numerous organic transformations. It is particularly important in cross-coupling reactions like the Suzuki-Miyaura coupling, enabling the formation of new carbon-carbon bonds.
Catalytic Reactions
This boronic acid derivative participates in various catalyzed reactions, such as oxidative cross-coupling and gold salt-catalyzed homocoupling. It also facilitates enantioselective addition reactions and C-H functionalization of quinones.
Building Block for Complex Molecules
It serves as a crucial building block for constructing intricate molecular architectures. Its applications extend to the synthesis of specialized compounds, including anthranilamide-protected arylboronic acids.
| Molecular weight | 200.83 |
|---|---|
| Linear formula | BrC6H4B(OH)2 |
| Application | Reactant involved in a variety of organic reactions including:• Oxidative cross coupling1,2• Gold salt catalyzed homocoupling3• 1,4-Addition reactions with α,β-unsaturated ketones4• Enantioselective addition reactions5• Suzuki-Miyaura coupling for synthesis of anthranilamide-protected arylboronic acids6• C-H Functionalization of quinones7 |
| Melting point | 164-168 °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-Bromophenylboronic acid used for?
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3-Bromophenylboronic acid is primarily used as a reactant in various organic syntheses, including oxidative cross-coupling, homocoupling, 1,4-addition reactions, enantioselective additions, Suzuki-Miyaura coupling, and C-H functionalization of quinones.
What is the CAS number and chemical formula for 3-Bromophenylboronic acid?
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The CAS number is 89598-96-9 and the chemical formula is BrC6H4B(OH)2.
What grade and purity does Tech Serve Solutions supply for 3-Bromophenylboronic acid?
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Tech Serve Solutions supplies 3-Bromophenylboronic acid as a reagent for chemical synthesis. The specific grade and purity are detailed in the product specifications. We do not represent this product as USP, BP, or EP grade unless explicitly stated in the specifications.
How should 3-Bromophenylboronic acid be handled safely?
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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. Refer to the safety data sheet for comprehensive handling and hazard information.
Is 3-Bromophenylboronic acid a controlled substance?
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The provided data does not indicate that 3-Bromophenylboronic acid is a controlled substance.
How is 3-Bromophenylboronic acid packed and shipped?
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Tech Serve Solutions offers 3-Bromophenylboronic acid for global supply and export. Packaging is designed to ensure product integrity during transit. Please contact us for specific shipping and export details.
How can I request a quote or sample of 3-Bromophenylboronic acid?
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To request a quote or sample, please use the contact form on our website or reach out to our sales department directly. We are happy to assist with your chemical sourcing needs.
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