Product Manager: Selina Zhang; Email: selina@coreychem.com
Product Name: 4-Cyanophenylboronic acid
CAS No.: 126747-14-6
Purity: 99%
Packaging information: 500g 1kg 5kg 25kg
Remarks: 1kg/; 25kg/; 100kg/; 500kg/; 1T
Spot supply; Industrial production; Quality assurance; Price discounts; Packaging according to customer requirements
4-Cyanophenylboronic acid (CAS: 126747-14-6) is an organic boron compound with important applications in organic synthesis and medicinal chemistry. Its main roles and application areas are as follows:
1. Key Synthetic Intermediate
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Suzuki–Miyaura Cross-Coupling Reaction: Serves as an arylboronic acid reagent, undergoing palladium-catalyzed cross-coupling with aryl halides (or aryl sulfonates) to construct biaryl structures. The cyano (–CN) group on the molecule can be further modified in subsequent transformations.
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Modification and Derivatization: The cyano group can be converted into carboxylic acid, amide, amine, or other functional groups through hydrolysis, reduction, etc., thereby expanding compound diversity.
2. Medicinal Chemistry & Bioactive Molecule Synthesis
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Drug Candidate Construction: Used as a building block for synthesizing bioactive molecules containing cyanophenyl or boronic acid groups, potentially applied in the research and development of antitumor, anti-inflammatory, and other therapeutic agents.
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Protein Tyrosine Kinase Inhibitors: Cyanophenylboronic acid derivatives appear in the structures of certain kinase inhibitors (e.g., EGFR inhibitors) and may serve as key pharmacophores.
3. Materials Science
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Covalent Organic Frameworks (COFs) or Metal–Organic Frameworks (MOFs): Used as monomers or modifying units to prepare porous materials with specific photoelectric properties.
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Fluorescent Sensors: The boronic acid group can bind to diols (e.g., sugars), while the cyano group can modulate electronic properties, making it potentially useful in designing chemical sensors.
4. Other Fields
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Ligand Design: Both boronic acid and cyano groups can serve as coordination sites for designing metal complex catalysts.
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Sugar Recognition and Detection: The boronic acid group can reversibly bind to diol structures (e.g., sugars), and the electron-withdrawing effect of the cyano group may aid in biochemical analysis applications.
Precautions
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Stability: Arylboronic acids may slowly oxidize in air; storage under dry, cool conditions is recommended.
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Toxicity: Cyanide-containing compounds require careful handling to avoid skin contact or inhalation of dust.
In summary, 4‑cyanophenylboronic acid is a versatile synthetic building block. Through coupling reactions and functional group transformations, it is widely used in the construction of pharmaceuticals, materials, and complex molecules. Specific applications depend on the structural requirements of the target molecule.
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