CAS 86-58-8 8-Quinolineboronic acid - Materials / Alfa Chemistry

NAVIGATION

8-Quinolineboronic acid

PRICE INQUIRY

Catalog Number

ACM86588-3

CAS Number

86-58-8

Product Name

8-Quinolineboronic acid

Structure

Category

Organic Light-Emitting Diode (OLED) Materials

Synonyms

Quinoline-8-boronicacid

IUPAC Name

quinolin-8-ylboronic acid

Molecular Weight

172.98

Molecular Formula

C9H8BNO2

Canonical SMILES

B(C1=C2C(=CC=C1)C=CC=N2)(O)O

InChI

InChI=1S/C9H8BNO2/c12-10(13)8-5-1-3-7-4-2-6-11-9(7)8/h1-6,12-13H

InChI Key

KXJJSKYICDAICD-UHFFFAOYSA-N

Purity

99.5%+

Density

1.28±0.1 g/ml

Application

8-Quinolineboronic acid, a yellow crystal powder, serves a crucial role across various chemical reactions. It is prominently utilized in C-H and C-S bond activations, demonstrating its versatility in the synthesis of complex molecules. Specifically, it facilitates the creation of pyridazine through a series of sequential reactions, including amination, Suzuki coupling, and alkylation. Its application extends to Suzuki-Miyaura coupling reactions, enabling the synthesis of important compounds like biaryl monophosphorus ligands, fused tricyclic oxa-quinolones, and substituted β-amino acids. Additionally, it plays an integral role in copper-catalyzed azidation processes involving sodium azide. Moreover, 8-Quinolineboronic acid is utilized in studies analyzing the influence of fluoride on the stability of boronic acids, particularly during click reactions, highlighting its significance in both synthetic and research contexts.

Complexity

177

Covalently-Bonded Unit Count

Exact Mass

173.064809g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

8-quinolineboronic acid

Monoisotopic Mass

173.064809g/mol

Rotatable Bond Count