9-(biphenyl-3-yl)-carbazol-3-yl boronic acid | CAS No. 1416814-68-0

9-(biphenyl-3-yl)-carbazol-3-yl boronic acid

Basic Information

CAS Number

1416814-68-0

Molecular Formula

C24H18BNO2

Molecular Weight

363.22 g/mol

AD

Basic Physical Properties

Solubility

Insuluble (1.9E-4 g/L) (25 ºC),

OB(c1ccc2c(c1)c1ccccc1n2c1cccc(c1)c1ccccc1)O

InChI

InChI=1S/C24H18BNO2/c27-25(28)19-13-14-24-22(16-19)21-11-4-5-12-23(21)26(24)20-10-6-9-18(15-20)17-7-2-1-3-8-17/h1-16,27-28H

InChIKey

ALTSSZFRWDVXPB-UHFFFAOYSA-N

LogP

4.130500000000004

Topological Polar Surface Area

45.39 Ų

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

523

Synonyms & References

English

  • 9-(biphenyl-3-yl)-carbazol-3-yl boronic acid
  • (9-([1,1'-Biphenyl]-3-yl)-9H-carbazol-3-yl)boronic acid
  • [9-(3-phenylphenyl)carbazol-3-yl]boronic acid
  • A901962
  • (9-([1,1'-Biphenyl]-3-yl)-9H-carbazol-3-yl)boronicacid

MDL Number

MFCD27979929

FAQ

What are the physical and chemical properties of 9-(biphenyl-3-yl)-carbazol-3-yl boronic acid (CAS: 1416814-68-0)?

9-(biphenyl-3-yl)-carbazol-3-yl boronic acid is a crystalline solid with a molecular weight of approximately 426.32 g/mol. It has low solubility in common organic solvents like water but is more soluble in polar solvents such as dimethylformamide (DMF). This compound exhibits moderate reactivity in organic reactions, particularly in condensation and coupling reactions due to its boronic acid functionality.

How is 9-(biphenyl-3-yl)-carbazol-3-yl boronic acid (CAS: 1416814-68-0) typically synthesized?

9-(biphenyl-3-yl)-carbazol-3-yl boronic acid can be synthesized via a Suzuki coupling reaction using 3-bromo-9-carbazolylbenzene and biphenyl-3-ylboronic acid as reactants. Palladium(II) acetate and tri-ortho-tolylphosphine (Pd(OAc)₂/PrPh₃) are often used as catalysts, with sodium carbonate as a base. The reaction typically proceeds at 80°C, yielding a high purity compound with good selectivity.

What industries use 9-(biphenyl-3-yl)-carbazol-3-yl boronic acid (CAS: 1416814-68-0)?

9-(biphenyl-3-yl)-carbazol-3-yl boronic acid has applications in the pharmaceutical and semiconductor industries. It is used as a precursor in the synthesis of new materials for organic electronics and optoelectronics. Additionally, it can be employed in the development of novel sensors and as a component in certain polymer-based materials.

What precautions should be taken when handling 9-(biphenyl-3-yl)-carbazol-3-yl boronic acid (CAS: 1416814-68-0)?

When handling 9-(biphenyl-3-yl)-carbazol-3-yl boronic acid, it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. The compound should be stored in a cool, dry place away from direct sunlight. In case of a spill, it should be cleaned up using absorbent paper and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and safety information.

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