Description
4-(1-Phenyl-1H-benzimidazol-2-yl)phenylboronic Acid (CAS No. 952514-79-3) is a high-purity boronic acid derivative with the molecular formula C19H15BN2O2. This compound features a benzimidazole core substituted with a phenyl group at the 1-position and a boronic acid-functionalized phenyl ring at the 2-position, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions and other boronic acid-mediated transformations. Its rigid aromatic structure and electron-rich environment enhance its utility in organic synthesis, pharmaceutical research, and materials science. Ideal for researchers seeking advanced intermediates for ligand design, catalyst development, or bioactive molecule synthesis. Available in various quantities with guaranteed purity and characterized by 1H NMR, 13C NMR, and HPLC analysis.
Properties
- CAS Number: 952514-79-3
- Complexity: 408
- IUPAC Name: [4-(1-phenylbenzimidazol-2-yl)phenyl]boronic acid
- InChI: InChI=1S/C19H15BN2O2/c23-20(24)15-12-10-14(11-13-15)19-21-17-8-4-5-9-18(17)22(19)16-6-2-1-3-7-16/h1-13,23-24H
- InChI Key: PBSIVXAPTBHFFV-UHFFFAOYSA-N
- Exact Mass: 314.1226579
- Molecular Formula: C19H15BN2O2
- Molecular Weight: 314.1
- SMILES: B(C1=CC=C(C=C1)C2=NC3=CC=CC=C3N2C4=CC=CC=C4)(O)O
- Topological: 58.3
- Monoisotopic Mass: 314.1226579
- Synonyms: 4-(1-PHENYL-1H-BENZIMIDAZOL-2-YL)PHENYLBORONIC ACID, 808-176-8, 952514-79-3, (4-(1-Phenyl-1H-benzo[d]imidazol-2-yl)phenyl)boronic acid, [4-(1-phenylbenzimidazol-2-yl)phenyl]boronic acid, Boronic acid, B-[4-(1-phenyl-1H-benzimidazol-2-yl)phenyl]-, MFCD11045057, 4-(1-Phenylbenzo[d]imidazol-2-yl)phenylboronic acid, 4-(1-Phenyl-1H-benzimidazol-2-yl)phenylboronic acid (contains varying amounts of Anhydride), 4-(1-Phenylbenzimidazol-2-yl)phenylboronic Acid, 4-(1-PHENYL-1H-BENZO[D]IMIDAZOL-2-YL)PHENYLBORONIC ACID, SCHEMBL167664, [4-(1-Phenyl-1H-benzimidazol-2-yl)phenyl]boronic acid, DTXSID80693030, PBSIVXAPTBHFFV-UHFFFAOYSA-N, BCP12956, AKOS016004543, SB66409, DS-18560, SY038955, DB-210762, P2158, 4-(1-Phenyl-1H-benzimidazol-2-yl)benzeneboronic Acid, (4(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)boronic acid, 4-(1-phenyl-1H-benzo [d]imidazol-2-yl) phenylboronic acid, B-[4-(1-phenyl-1H-benzimidazol-2-yl)phenyl]-boronic acid, (4-(1-phenyl-1H-benzo[d]imidazol-2-yl) phenyl)boronic acid, (4-(1-Phenyl-1H-benzo[d]imidazol-2-yl)phenyl)boronic acid, 95%, 4-(1-Phenyl-1H-benzimidazol-2-yl)phenylboronicAcid(containsvaryingamountsofAnhydride)
Application
4-(1-Phenyl-1H-benzimidazol-2-yl)phenylboronic Acid is widely used in palladium-catalyzed cross-coupling reactions to construct biaryl systems for pharmaceuticals and agrochemicals. Its benzimidazole moiety lends itself to applications in fluorescent probes and coordination chemistry due to its chelating properties. Researchers also employ this compound in the development of OLED materials and molecular sensors for its structural rigidity and electronic tunability.
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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