Description

9-([1,1′-Biphenyl]-4-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (CAS No. 1391729-66-0) is a high-purity boronate ester derivative of carbazole, designed for advanced research and industrial applications. With the molecular formula C₃₀H₂₈BNO₂, this compound features a biphenyl-substituted carbazole core coupled with a pinacol boronate ester group, offering exceptional reactivity in cross-coupling reactions such as Suzuki-Miyaura. Its rigid aromatic structure and boron-containing functional group make it a valuable intermediate in organic synthesis, materials science, and optoelectronic device development. Suitable for use under inert conditions, this product is rigorously tested for purity and stability, ensuring reliable performance in sensitive applications.

Properties

• CAS Number: 1391729-66-0
• Complexity: 695
• IUPAC Name: 9-(4-phenylphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole
• InChI: InChI=1S/C30H28BNO2/c1-29(2)30(3,4)34-31(33-29)23-16-19-28-26(20-23)25-12-8-9-13-27(25)32(28)24-17-14-22(15-18-24)21-10-6-5-7-11-21/h5-20H,1-4H3
• InChI Key: ZQVXGZDSERJQTC-UHFFFAOYSA-N
• Exact Mass: 445.2213093
• Molecular Formula: C30H28BNO2
• Molecular Weight: 445.4
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)N(C4=CC=CC=C43)C5=CC=C(C=C5)C6=CC=CC=C6
• Topological: 23.4
• Monoisotopic Mass: 445.2213093
• Synonyms: 1391729-66-0, 9-([1,1′-Biphenyl]-4-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, 9-((1,1′-Biphenyl)-4-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, 810-976-7, 9H-Carbazole, 9-[1,1′-biphenyl]-4-yl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, MFCD29089348, 2-[9-([1,1′-Biphenyl]-4-yl)-9H-carbazol-3-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 9H-Carbazole, 9-[1,1′-biphenyl]-4-yl-3-(4,4,5,5-tetraMeth), 9-(4-phenylphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole, 9-(4-Biphenylyl)carbazole-3-boronic Acid Pinacol Ester, 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-9-([1,1′-Biphenyl]-4-yl)carbazole, SCHEMBL14212452, AKOS027460630, 9-[1,1′-Biphenyl]-4-yl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, CS-16156, SY055695, DB-114150, B5091, CS-0091640, F15313, (9-([1,1′-BIPHENYL]-4-YL)-9H-CARBAZOL-3-YL)BORONIC ACID PINACOL ESTER, 3-(4,4,5,5-Tetramethyl-1,3,2-ioxaborolan-2-l)-9-(1,1′-iphenyl]-4-l)carbazole

Application

This compound serves as a key building block in the synthesis of organic semiconductors, OLED materials, and conjugated polymers due to its electron-rich carbazole core and boronate ester functionality. It is widely used in palladium-catalyzed cross-coupling reactions to create complex π-conjugated systems for optoelectronic devices. Researchers also employ it in the development of advanced molecular scaffolds for photovoltaic and light-emitting applications.

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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