CAS 99768-12-4 Methyl 4-boronobenzoate - Materials / Alfa Chemistry

NAVIGATION

Methyl 4-boronobenzoate

PRICE INQUIRY

Catalog Number

ACM99768124-3

CAS Number

99768-12-4

Product Name

Methyl 4-boronobenzoate

Structure

Category

Salt

Synonyms

RARECHEM AH PB 0115;P-(METHOXYCARBONYL)PHENYLBORONIC ACID;METHYL 4-BORONOBENZOATE;AKOS BRN-0122;4-METHOXYCARBONYLBENZENEBORONIC ACID;4-METHOXYCARBONYLPHENYLBORONIC ACID;4-CARBOMETHOXYPHENYLBORONIC ACID;4-METHOXYCATBONYLPHENYLBORONICACID

IUPAC Name

(4-methoxycarbonylphenyl)boronic acid

Molecular Weight

179.97g/mol

Molecular Formula

C8H9BO4

Canonical SMILES

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

InChI

InChI=1S/C8H9BO4/c1-13-8(10)6-2-4-7(5-3-6)9(11)12/h2-5,11-12H,1H3

InChI Key

PQCXFUXRTRESBD-UHFFFAOYSA-N

Purity

98%

Application

Methyl 4-boronobenzoate is a versatile reagent that serves multiple purposes in advanced chemical reactions. It is instrumental in facilitating a variety of complex processes, such as the tandem-type Pd(II)-catalyzed oxidative Heck reaction paired with intramolecular C-H amidation, as well as the copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids using fluoroalkyl iodides. Additionally, it supports one-pot ipso-nitration of arylboronic acids, copper-catalyzed nitration, and cyclocondensation followed by palladium-phosphine-catalyzed Suzuki-Miyaura coupling. Moreover, it plays a crucial role in the preparation of biaryls through nickel-catalyzed Suzuki-Miyaura cross-coupling reactions between aryl halides and arylboronic acids, as well as in the synthesis of chromenones and other related compounds. This wide range of applications underscores its importance in synthetic chemistry.

Complexity

175

Covalently-Bonded Unit Count

EC Number

619-459-9

Exact Mass

180.059389g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

180.059389g/mol

Rotatable Bond Count