CAS 5122-99-6 4-Iodophenylboronic acid - Materials / Alfa Chemistry

NAVIGATION

4-Iodophenylboronic acid

PRICE INQUIRY

Catalog Number

ACM5122996

CAS Number

5122-99-6

Product Name

4-Iodophenylboronic acid

Structure

Category

Salt

Synonyms

4-IODOBENZENEBORONIC ACID;4-IODOPHENYLBORONIC ACID;RARECHEM AH PB 0035;P-IODOPHENYLBORONIC ACID;4-Iodophenylboronic acid,97%;p-IodophenylboromcAcid;4-Iodophenylboronic acid ,98%;4-Iodophenylboronic

IUPAC Name

(4-iodophenyl)boronic acid

Molecular Weight

247.83g/mol

Molecular Formula

C6H6BIO2

Canonical SMILES

B(C1=CC=C(C=C1)I)(O)O

InChI

InChI=1S/C6H6BIO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H

InChI Key

PELJYVULHLKXFF-UHFFFAOYSA-N

Purity

97%

Application

4-Iodophenylboronic acid is a versatile white crystalline powder that serves as a key reagent in a variety of advanced chemical reactions. It plays a crucial role in copper-mediated ligandless aerobic fluoroalkylation and palladium-catalyzed aerobic oxidative cross-coupling reactions. Its utility extends to the realm of recyclable magnetic-nanoparticle-supported palladium catalysis in Suzuki coupling reactions, offering efficient oxidative hydroxylation with copper catalysts. Moreover, it is involved in ligand-free palladium-catalyzed Suzuki-Miyaura cross-coupling and homocoupling processes using gold salts as catalysts. Additionally, 4-Iodophenylboronic acid is employed in ruthenium-catalyzed cross-coupling and CuI-catalyzed Suzuki coupling reactions. It supports complex transformations such as palladium-catalyzed domino Heck-Mizoroki/Suzuki-Miyaura reactions and facilitates manganese triacetate-mediated radical additions of arylboronic acids to alkenes. Beyond these applications, this reagent is integral to the preparation of pleuromutilin derivatives, aimed at ribosomal binding and antibacterial activity via "Click Chemistry," as well as in the development of liquid crystalline polyacetylene derivatives.

Complexity

102

Covalently-Bonded Unit Count

Exact Mass

247.95056g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

4-iodophenylboronic acid

Monoisotopic Mass

247.95056g/mol

Rotatable Bond Count