Atomfair 4-(2-Naphthyl)phenylboronic Acid C16H13BO2 CAS 918655-03-5

Description

4-(2-Naphthyl)phenylboronic Acid (CAS No. 918655-03-5) is a high-purity boronic acid derivative with the molecular formula C₁₆H₁₃BO₂. This compound, also known by its IUPAC name (4-naphthalen-2-ylphenyl)boronic acid, is a valuable building block in organic synthesis and pharmaceutical research. Its unique structure, featuring a naphthylphenyl backbone, makes it an essential reagent for Suzuki-Miyaura cross-coupling reactions, enabling the formation of biaryl compounds with high efficiency. The product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring optimal performance in sensitive applications. It is soluble in common organic solvents such as THF, DMF, and DMSO, but exhibits limited solubility in water. Proper storage under inert conditions at 2-8°C is recommended to maintain stability. Suitable for use in medicinal chemistry, material science, and as a ligand in catalytic systems.

Properties

• CAS Number: 918655-03-5
• Complexity: 286
• IUPAC Name: [4-(2-naphthyl)phenyl]boronic acid
• InChI: InChI=1S/C16H13BO2/c18-17(19)16-9-7-13(8-10-16)15-6-5-12-3-1-2-4-14(12)11-15/h1-11,18-19H
• InChI Key: ICQAKBYFBIWELX-UHFFFAOYSA-N
• Exact Mass: 248.1008598
• Molecular Formula: C16H13BO2
• Molecular Weight: 248.1
• SMILES: B(C1=CC=C(C=C1)C2=CC3=CC=CC=C3C=C2)(O)O
• Topological: 40.5
• Monoisotopic Mass: 248.1008598
• Synonyms: 4-(2-NAPHTHYL)PHENYLBORONIC ACID, 805-884-9, 918655-03-5, 4-(naphthalen-2-yl)phenylboronic acid, (4-(naphthalen-2-yl)phenyl)boronic acid, 4-(2-Naphthyl)benzeneboronic Acid, MFCD09260454, (4-naphthalen-2-ylphenyl)boronic acid, 4-(2-naphthalenyl)phenylboronic acid, [4-(Naphthalen-2-yl)phenyl]boronic acid, 4-(naphthalen-2-yl)phenyl boronic acid, SCHEMBL1889241, DTXSID60670208, 4-(2-naphthyl) phenylboronic acid, AKOS015855883, CS-W003596, DS-1130, SB67061, (4-(naphthalen-2-yl)phenyl)boronicacid, AC-24822, SY030417, DB-031693, N0946, 4-(2-Naphthyl)benzeneboronic Acid (contains varying amounts of Anhydride)

Application

4-(2-Naphthyl)phenylboronic Acid is widely employed in palladium-catalyzed cross-coupling reactions to synthesize complex biaryl structures for pharmaceuticals and organic electronics. It serves as a key intermediate in the development of fluorescent probes and OLED materials due to its conjugated aromatic system. Researchers also utilize it in MOF (Metal-Organic Framework) synthesis and as a precursor for boron-containing polymers.

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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