1582-24-7 | 2,3,4,5,6-Pentafluorophenylboronic acid

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$19.00	$14.00
5g	97%	in stock	$31.00	$22.00
10g	97%	in stock	$37.00	$26.00
100g	97%	in stock	$296.00	$207.00

Description

• Catalog Number: AA80216
• Chemical Name: 2,3,4,5,6-Pentafluorophenylboronic acid
• CAS Number: 1582-24-7
• Molecular Formula: C6H2BF5O2
• Molecular Weight: 211.8819
• MDL Number: MFCD01074663
• SMILES: Fc1c(F)c(B(O)O)c(c(c1F)F)F

Computed Properties

• Complexity: 191
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 14
• Hydrogen Bond Acceptor Count: 7
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1

Upstream Synthesis Route

The 2,3,4,5,6-Pentafluorobenzeneboronic acid is a versatile compound widely utilized in chemical synthesis processes. Due to its unique properties, this boronic acid derivative serves as a valuable building block in the creation of pharmaceuticals, agrochemicals, and materials science.In organic synthesis, 2,3,4,5,6-Pentafluorobenzeneboronic acid is often employed as a key reagent in Suzuki-Miyaura cross-coupling reactions. This powerful reaction allows for the formation of carbon-carbon bonds, enabling the rapid construction of complex molecular structures. The high electron density on the fluorine atoms of the compound enhances its reactivity, promoting efficient coupling with a variety of aryl halides or pseudohalides.Moreover, 2,3,4,5,6-Pentafluorobenzeneboronic acid is utilized in the functionalization of aromatic compounds, enabling the introduction of boronic acid moieties into organic molecules. This functional group can further participate in diverse chemical transformations, such as oxidation, reduction, or transition metal-catalyzed reactions, expanding the synthetic possibilities of the molecule.Overall, the strategic incorporation of 2,3,4,5,6-Pentafluorobenzeneboronic acid in chemical synthesis offers chemists a powerful tool for the efficient construction of complex molecular architectures and the development of new functional materials with diverse applications in the field of chemistry.

Literature

• Mild and general conditions for the cross-coupling of aryl halides with pentafluorobenzene and other perfluoroaromatics.

  Organic letters 20061026

• Suzuki-Miyaura coupling reaction using pentafluorophenylboronic acid.

  Organic letters 20051027