150255-96-2 | 3-Cyanophenylboronic acid

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$10.00	$7.00
5g	97%	in stock	$12.00	$8.00
10g	98%	in stock	$16.00	$11.00
25g	97%	in stock	$28.00	$19.00
500g	98%	in stock	$432.00	$303.00

Description

• Catalog Number: AA75546
• Chemical Name: 3-Cyanophenylboronic acid
• CAS Number: 150255-96-2
• Molecular Formula: C7H6BNO2
• Molecular Weight: 146.9390
• MDL Number: MFCD01318967
• SMILES: N#Cc1cccc(c1)B(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

3-Cyanophenylboronic acid is a versatile compound widely used in chemical synthesis as a key building block for the preparation of various organic compounds. 1. Suzuki Coupling: One of the primary applications of 3-Cyanophenylboronic acid is in Suzuki coupling reactions. This compound can undergo cross-coupling reactions with various aryl halides or pseudohalides in the presence of a palladium catalyst to form biaryl compounds. This method is a powerful tool for constructing complex organic molecules.2. Arylation Reactions: 3-Cyanophenylboronic acid can also participate in arylative processes, where it serves as an electrophile in the formation of carbon-carbon bonds. By reacting with suitable nucleophiles, this compound can facilitate the introduction of an aryl group into a target molecule, enabling the creation of structurally diverse compounds.3. Boronic Acid Derivatives: Furthermore, 3-Cyanophenylboronic acid can be derivatized into various boronic acid derivatives, such as esters or pinacol boronates. These derivatives exhibit unique reactivity profiles and can be employed in different types of chemical transformations, including stereospecific reactions and functional group manipulations.In summary, 3-Cyanophenylboronic acid plays a crucial role in modern organic synthesis, enabling chemists to access a wide range of valuable compounds through controlled and efficient chemical reactions.

Literature

• Structure-guided evolution of potent and selective CHK1 inhibitors through scaffold morphing.

  Journal of medicinal chemistry 20111222

• Discovery of boronic acids as novel and potent inhibitors of fatty acid amide hydrolase.

  Journal of medicinal chemistry 20081127