138642-62-3 | 2-Cyanophenylboronic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	97%	in stock	$8.00	$5.00
1g	97%	in stock	$9.00	$6.00
5g	97%	in stock	$15.00	$10.00
10g	97%	in stock	$25.00	$18.00
25g	97%	in stock	$58.00	$41.00

Description

• Catalog Number: AA58033
• Chemical Name: 2-Cyanophenylboronic acid
• CAS Number: 138642-62-3
• Molecular Formula: C7H6BNO2
• Molecular Weight: 146.939
• MDL Number: MFCD01632208
• SMILES: N#Cc1ccccc1B(O)O

Computed Properties

• Complexity: 175
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1

Upstream Synthesis Route

2-Cyanophenylboronic acid is a versatile compound widely utilized in chemical synthesis as a key building block for the preparation of various functional materials. This compound is particularly valued for its ability to participate in Suzuki-Miyaura cross-coupling reactions, allowing for the efficient formation of carbon-carbon bonds. By serving as a boronic acid derivative, 2-Cyanophenylboronic acid can undergo these coupling reactions with aryl halides or pseudohalides, enabling the synthesis of biaryls and other complex organic molecules. Furthermore, it has been employed in the construction of pharmaceutical intermediates, agrochemicals, and liquid crystal materials, highlighting its significance in modern synthetic chemistry.

Literature

• Rhodium-catalyzed annulation reactions of 2-cyanophenylboronic acid with alkynes and strained alkenes.

  Organic letters 20050721