86-58-8 | Quinoline-8-boronic acid

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$12.00	$9.00
5g	98%	in stock	$42.00	$30.00
10g	98%	in stock	$52.00	$36.00
25g	95%	in stock	$113.00	$80.00
100g	98%	in stock	$373.00	$261.00

Description

• Catalog Number: AB78780
• Chemical Name: Quinoline-8-boronic acid
• CAS Number: 86-58-8
• Molecular Formula: C9H8BNO2
• Molecular Weight: 172.9763
• MDL Number: MFCD01114698
• SMILES: OB(c1cccc2c1nccc2)O

Computed Properties

• Complexity: 177
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1

Upstream Synthesis Route

Quinolin-8-ylboronic acid is a versatile and valuable chemical compound widely used in various chemical syntheses. With its unique structure and properties, this compound serves as an important building block in organic chemistry. One of its key applications is in the field of Suzuki-Miyaura cross-coupling reactions, where it acts as a reliable and effective boronic acid derivative for the formation of carbon-carbon bonds. Additionally, Quinolin-8-ylboronic acid is utilized in the synthesis of pharmaceuticals, agrochemicals, and materials science due to its ability to facilitate efficient and selective bond formations. Its compatibility with a wide range of functional groups and its regioselectivity make it a valuable tool for chemists working in the development of new molecules and materials.

Literature

• Reactivity of the bifunctional ambiphilic molecule 8-(dimesitylboryl)quinoline: hydrolysis and coordination to Cu(I), Ag(I) and Pd(II).

  Dalton transactions (Cambridge, England : 2003) 20101207

• Determination of trace alkaline phosphatase by affinity adsorption solid substrate room temperature phosphorimetry based on wheat germ agglutinin labeled with 8-quinolineboronic acid phosphorescent molecular switch and prediction of diseases.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20100901

• 8-Quinolineboronic acid as a potential phosphorescent molecular switch for the determination of alpha-fetoprotein variant for the prediction of primary hepatocellular carcinoma.

  Analytica chimica acta 20100324

• Synthesis of aminoboronic acids and their applications in bifunctional catalysis.

  Accounts of chemical research 20090616

• A novel type of fluorescent boronic acid that shows large fluorescence intensity changes upon binding with a carbohydrate in aqueous solution at physiological pH.

  Bioorganic & medicinal chemistry letters 20030324