CAS 16419-60-6 2-Tolylboronic acid - Materials / Alfa Chemistry

NAVIGATION

2-Tolylboronic acid

PRICE INQUIRY

Catalog Number

ACM16419606-2

CAS Number

16419-60-6

Product Name

2-Tolylboronic acid

Category

Other Electronic Materials

IUPAC Name

(2-methylphenyl)boronic acid

Molecular Weight

135.96g/mol

Molecular Formula

C7H9BO2

Canonical SMILES

B(C1=CC=CC=C1C)(O)O

InChI

InChI=1S/C7H9BO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5,9-10H,1H3

InChI Key

NSJVYHOPHZMZPN-UHFFFAOYSA-N

Melting Point

166.5 °C

Application

2-Tolylboronic acid is an essential organic boronic acid reagent that plays a vital role in various chemical reactions. It is primarily used in Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions in water, facilitating the arylation process. Additionally, it is involved in Ruthenium-catalyzed direct arylation, ligand-free copper-catalyzed coupling reactions, and Rhodium-catalyzed asymmetric 1,4-addition reactions. This compound also contributes to the preparation of chiral monophosphorus ligands for asymmetric Suzuki-Miyaura coupling reactions. Moreover, it is used in the development of human farnesyl pyrophosphate synthase inhibitors, which serve as antitumor agents against multiple myeloma cells. Given its extensive application in organic synthesis, medicine, and the chemical industry, 2-Tolylboronic acid holds significant importance in advancing these fields.

Complexity

106

Covalently-Bonded Unit Count

Exact Mass

136.06956g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

para-tolylboronic acid;tolylboronic acid

Monoisotopic Mass

136.06956g/mol

Rotatable Bond Count