Description

4-(2-Phenyl-1H-benzimidazol-1-yl)phenylboronic Acid is a high-purity boronic acid derivative designed for advanced research and synthetic applications. This compound, with the molecular formula C₁₉H₁₅BN₂O₂, is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions due to its reactive boronic acid functional group. The product may contain varying amounts of anhydride, as noted. It is characterized by its benzimidazole core, which enhances its utility in pharmaceutical and materials science research. Suitable for use in controlled environments, this compound is provided with detailed analytical data (including HPLC, NMR, and MS) to ensure quality and reproducibility. Store under inert conditions at recommended temperatures to maintain stability.

Properties

• CAS Number: 867044-33-5
• Complexity: 408
• IUPAC Name: [4-(2-phenylbenzimidazol-1-yl)phenyl]boronic acid
• InChI: InChI=1S/C19H15BN2O2/c23-20(24)15-10-12-16(13-11-15)22-18-9-5-4-8-17(18)21-19(22)14-6-2-1-3-7-14/h1-13,23-24H
• InChI Key: RCOAUYBPVRIYBG-UHFFFAOYSA-N
• Exact Mass: 314.1226579
• Molecular Formula: C19H15BN2O2
• Molecular Weight: 314.1
• SMILES: B(C1=CC=C(C=C1)N2C3=CC=CC=C3N=C2C4=CC=CC=C4)(O)O
• Topological: 58.3
• Monoisotopic Mass: 314.1226579
• Synonyms: 4-(2-Phenyl-1H-benzimidazol-1-yl)phenylboronic Acid (contains varying amounts of Anhydride), 835-617-1, 867044-33-5, (4-(2-Phenyl-1H-benzo[d]imidazol-1-yl)phenyl)boronic acid, [4-(2-Phenyl-1H-benzimidazol-1-yl)phenyl]boronic acid, [4-(2-Phenylbenzimidazol-1-yl)phenyl]boronic acid, 4-(2-phenyl-1H-benzo[d]imidazol-1-yl)phenylboronic acid, 4-(2-phenyl-1H-benzimidazol-1-yl)phenylboronic acid, Boronic acid, b-[4-(2-phenyl-1h-benzimidazol-1-yl)phenyl]-, MFCD11977298, 4-(2-phenyl-1H-benzimidazol-1-yl)-phenylboronic acid, SCHEMBL3735413, (4-(2-Phenyl-1H-benzo[d]imidazol-1-yl)phenyl)boronicacid, DTXSID10631122, RCOAUYBPVRIYBG-UHFFFAOYSA-N, BCP12955, AKOS015901299, SB66899, DS-16946, CS-0156364, P2282, F16002, [4-(2-Phenyl-1H-benzimidazol-1-yl)phenyl]boronic acid (contains varying amounts of Anhydride)

Application

This boronic acid derivative is widely used in palladium-catalyzed cross-coupling reactions for the synthesis of biaryl compounds, a key step in drug discovery and materials science. Its benzimidazole moiety makes it valuable in the development of fluorescent probes and sensors due to its electron-rich structure. Researchers also employ it in the preparation of advanced organic frameworks and polymer materials.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.