(5-Chloro-1H-indol-2-yl)boronic acid | CAS No. 282528-62-5

(5-Chloro-1H-indol-2-yl)boronic acid

Basic Information

CAS Number

282528-62-5

Molecular Formula

C8H7BClNO2

Molecular Weight

195.41 g/mol

AD

Basic Physical Properties

B(C1=CC2=C(N1)C=CC(=C2)Cl)(O)O

InChI

InChI=1S/C8H7BClNO2/c10-6-1-2-7-5(3-6)4-8(11-7)9(12)13/h1-4,11-13H

InChIKey

IDVLNSZYFCBHNS-UHFFFAOYSA-N

LogP

0.5011000000000001

Topological Polar Surface Area

56.25 Ų

Hydrogen Bond Donor/Acceptor

3 / 3

Complexity

193

Synonyms & References

English

  • AKOS006230714
  • FT-0648012
  • (5-chloro-1H-indol-2-yl)boronic Acid
  • 5-CHLORO-1H-INDOLE-2-BORONICACID
  • 282528-62-5
  • 5-CHLORO-1H-INDOLE-2-BORONIC ACID
  • A21924
  • DTXSID50402535
  • AM20040087
  • CS-0450604
  • 5-chloro-1H-indol-2-ylboronic acid
  • J-517248
  • SB36365
  • (5-Chloro-1H-indol-2-yl)boronicacid
  • (5-Chloro-1H-indol-2-yl)boronic acid
  • 5-Chloro-1H-indole-2-boronic acid
  • Boronic acid,(5-chloro-1H-indol-2-yl)- (9CI)
  • AC1NA7FB
  • ANW-69446
  • CTK4G1096
  • MolPort-009-197-678
  • WTI-10042
  • 5-chloro-1H-indole-2-boronic acid

MDL Number

MFCD03095146

FAQ

What are the physical and chemical properties of (5-Chloro-1H-indol-2-yl)boronic acid (CAS: 282528-62-5)?

(5-Chloro-1H-indol-2-yl)boronic acid is a crystalline solid with a molecular weight of approximately 221.05 g/mol. It has a melting point of 129-131°C and is slightly soluble in water. Chemically, it is reactive with nucleophiles and can participate in various organic reactions such as Suzuki couplings. Its solubility and reactivity make it a valuable reagent in organic synthesis.

How is (5-Chloro-1H-indol-2-yl)boronic acid (CAS: 282528-62-5) typically synthesized?

(5-Chloro-1H-indol-2-yl)boronic acid is commonly synthesized through a two-step process. First, (5-Chloro-2-indolyl)boronic acid can be prepared from 5-chloroindole using a boronic anhydride. Second, this intermediate undergoes a Suzuki coupling reaction with a boronic acid or ester under the presence of a palladium catalyst. The yield is typically high, and the method is highly selective.

What industries use (5-Chloro-1H-indol-2-yl)boronic acid (CAS: 282528-62-5)?

(5-Chloro-1H-indol-2-yl)boronic acid is predominantly used in the pharmaceutical industry for the synthesis of complex organic compounds. It also finds applications in polymer chemistry for the preparation of functional polymers and in the development of sensors and semiconductors.

What precautions should be taken when handling (5-Chloro-1H-indol-2-yl)boronic acid (CAS: 282528-62-5)?

When handling (5-Chloro-1H-indol-2-yl)boronic acid, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize exposure to the compound. Spills should be cleaned up immediately using appropriate cleaning agents, and spills should be reported to the safety officer. Always consult the Material Safety Data Sheet (MSDS) for additional safety information.

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