1. Product Overview
Biphenyl-3-boronic acid (CAS No. 5122-95-2) is an aromatic boronic acid compound containing a biphenyl structure and a boronic acid functional group, with the molecular formula C₁₂H₁₁BO₂ and a molecular weight of 198.03 g/mol. Its structure combines the stability of the biphenyl framework with the versatile reactivity of the boronic acid group, making it a useful building block for organic synthesis.
Biphenyl-3-boronic acid is typically supplied as a white to pale-yellow solid or crystalline powder. It is mainly used as an arylboronic acid intermediate and can participate in carbon–carbon bond-forming reactions, particularly Suzuki–Miyaura coupling, for the preparation of more complex aromatic compounds.
Its application areas include pharmaceutical intermediate synthesis, agrochemical research, fine chemical synthesis, medicinal chemistry, functional organic molecules, and materials research.
2. Product Information
|
Product Name |
Biphenyl-3-boronic acid |
|
CAS No. |
5122-95-2 |
|
Molecular Formula |
C12H11BO2 |
|
Molecular Weight |
198.03 |
|
Chemical Structure |
3-Biphenylboronic Acid (contains varying amounts of Anhydride);Biphenyl-3-boronica;biphenyl-3-ylboronic acid(SALTDATA: FREE); |
|
Purity |
≥98% |
|
Appearance |
White Solid |
|
Physical Form |
Solid / Powder |
Frequently Asked Questions (FAQ)
Question 1: Why is Biphenyl-3-boronic acid useful in organic synthesis?
Answer: Its boronic acid group provides a convenient reaction site for forming new carbon–carbon bonds, while the biphenyl structure can be retained in the final molecule.
Question 2: What makes this product suitable for Suzuki coupling?
Answer: The arylboronic acid group can efficiently participate in palladium-catalyzed coupling with suitable aryl or heteroaryl halides, making it a practical building block for aromatic synthesis.
Question 3: Is Biphenyl-3-boronic acid mainly used as a final product?
Answer: No. It is primarily used as a synthetic intermediate or building block and is further converted into more complex molecules during research and manufacturing.
Question 4: What factors should be considered when using this product?
Answer: Reaction conditions should be selected according to the coupling partner and target molecule. Moisture exposure, purity and storage conditions should also be controlled to maintain consistent performance.
Question 5: Can it be used for customized synthesis?
Answer: Yes. It can serve as a starting material for developing substituted biphenyl compounds and other aromatic molecules according to specific structural requirements.
Application Examples
1. Pharmaceutical Intermediate Development
Biphenyl-3-boronic acid can be incorporated into pharmaceutical intermediate synthesis to introduce a biphenyl moiety into target molecules, providing a useful route for subsequent structural modification.
2. Suzuki–Miyaura Coupling
It can be coupled with suitable aryl or heteroaryl halides under palladium-catalyzed conditions to construct new C–C bonds. This approach is widely useful for preparing structurally diverse biaryl compounds.
3. Medicinal Chemistry Research
In drug discovery, biphenyl-containing structures are frequently investigated as part of structure–activity relationship studies. Biphenyl-3-boronic acid provides a convenient building block for preparing and comparing different molecular structures.
4. Agrochemical Intermediate Synthesis
The product can be used to introduce a substituted biphenyl structure into agrochemical intermediates, supporting the development of molecules with different physicochemical and functional characteristics.
5. Functional Organic Materials
Biphenyl-3-boronic acid can also be used in the synthesis of functional aromatic compounds and other advanced organic molecules, particularly where controlled aromatic structures and further molecular modification are required.
Safety and Storage
- Handling: Avoid inhalation of dust and direct contact with skin and eyes. Appropriate gloves, protective clothing and eye protection are recommended during handling.
- Storage: Keep in a tightly closed container in a cool, dry and well-ventilated area. Protect the material from excessive moisture.
- During operation: Minimize dust generation and maintain good workplace ventilation.
- Spill handling: Avoid raising dust, collect the spilled material using appropriate protective equipment, and place it in a suitable container for disposal.
Product Manager
Product Manager: Judy
Email: Judy@coreychem.com