9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

Basic Information

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CAS Number

618442-57-2

Molecular Formula

C30H35B2NO4

Molecular Weight

495.24 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

238.0 to 242.0 deg-C

Boiling Point

587.8±43.0°C at 760 mmHg

Density

1.11±0.1 g/cm3 (20 ºC 760 Torr),

SMILES

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B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)N(C4=C3C=C(C=C4)B5OC(C(O5)(C)C)(C)C)C6=CC=CC=C6

InChI

InChI=1S/C30H35B2NO4/c1-27(2)28(3,4)35-31(34-27)20-14-16-25-23(18-20)24-19-21(32-36-29(5,6)30(7,8)37-32)15-17-26(24)33(25)22-12-10-9-11-13-22/h9-19H,1-8H3

InChIKey

BMKVLWGCSCKZTD-UHFFFAOYSA-N

LogP

5.382100000000006

Topological Polar Surface Area

41.85000000000001 Å²

Hydrogen Bond Donor/Acceptor

0 / 5

Complexity

765

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

A918525
SCHEMBL4825950
9-phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9h-carbazole
DS-10298
AKOS027252993
F15302
9-phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole
9-phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9h-carbazol
3,6-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9-phenylcarbazole
9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H- carbazole
618442-57-2
MFCD28015750
C30H35B2NO4
3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9-phenyl-9H-carbazole
(9-PHENYL-9H-CARBAZOLE-3,6-DIYL)DIBORONIC ACID PINACOL ESTER
CS-0091165
P2350
9H-Carbazole,9-phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
9-Phenyl-3,6-Bis(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-9H-Carbazole
9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole
9-Phenyl-9H-carbazole-3,6-diboronic Acid Bis(pinacol) Ester
AK202330
9H-arbazole, 9-henyl-3,6-is(4,4,5,5-etramethyl-1,3,2-ioxaborolan-2-l)-
(9-PHENYL-9H-CARBAZOLE

MDL Number

MFCD28015750

FAQ

What are the physical and chemical properties of 9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (CAS: 618442-57-2)?

9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole is a solid with a crystalline form. Its molecular weight is approximately 705.4 g/mol. This compound has limited solubility in organic solvents like THF and DMF. It is less reactive than typical carbazoles but can undergo typical carbazole reactions under appropriate conditions. It is stable under normal laboratory conditions and does not require special handling beyond standard organic chemical precautions.

How is 9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (CAS: 618442-57-2) typically synthesized?

9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole is typically synthesized via a palladium-catalyzed reaction involving phenylboronic acid, 9H-carbazole, and 1,3,2-dioxaborolane. The synthesis proceeds through a Suzuki coupling reaction, which allows for the introduction of the dioxaborolyl groups. The reaction requires a suitable palladium catalyst and a base. The yield is typically around 70-80%, depending on the purity of reagents and reaction conditions.

What industries use 9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (CAS: 618442-57-2)?

9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole is used in the semiconductor and polymer industries. It can serve as a building block for organic light-emitting diodes (OLEDs) and as a monomer in the synthesis of functional polymers. In the pharmaceutical industry, it can be used in the synthesis of certain drug candidates, particularly those involving organic electronics and optoelectronics applications.

What precautions should be taken when handling 9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (CAS: 618442-57-2)?

When handling 9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, use appropriate personal protective equipment (PPE) including gloves and safety goggles. Store the compound in a sealed container at room temperature away from direct sunlight. If a spill occurs, clean it up using standard organic waste procedures. Always refer to the Material Safety Data Sheet (MSDS) for detailed information on safe handling and disposal. This compound is not considered hazardous, but standard organic chemical safety practices should be followed.