CAS 87199-15-3 3-(Hydroxymethyl)phenylboronic acid

NAVIGATION

3-(Hydroxymethyl)phenylboronic acid

PRICE INQUIRY

Catalog Number

ACM87199153-1

CAS Number

87199-15-3

Product Name

3-(Hydroxymethyl)phenylboronic acid

Category

Salt

Synonyms

(E)-1-methoxy-2-(2-nitroprop-1-en-1-yl)benzene

IUPAC Name

[3-(hydroxymethyl)phenyl]boronic acid

Molecular Weight

151.96

Molecular Formula

C7H9BO3

Canonical SMILES

B(C1=CC(=CC=C1)CO)(O)O

InChI

InChI=1S/C7H9BO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,9-11H,5H2

InChI Key

HGTDLKXUWVKLQX-UHFFFAOYSA-N

Boiling Point

380.5±44.0 °C

Melting Point

95-99 °C (lit.)

Purity

99.5%+

Density

1.25±0.1 g/ml

Application

3-(Hydroxymethyl)phenylboronic acid serves as a versatile reactant in a range of chemical transformations and synthesis processes. It is utilized in copper-mediated trifluoromethylation and copper-catalyzed reactions involving arylboronic acids in aqueous environments. Furthermore, it plays a crucial role in Mitsunobu, Suzuki, and amidation reactions, particularly with hydroxyphenylamino bromopyrazinecarboxylate. This compound is essential in synthesizing biologically active molecules, such as inhibitors for Mycobacterium tuberculosis H37Rv chorismate mutase through Suzuki coupling reactions and HIV protease inhibitors with efficacy against drug-resistant strains. Additionally, it is used in creating pyrrole derivatives that function as PDE4B inhibitors.

Complexity

118

Covalently-Bonded Unit Count

Exact Mass

152.064474g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

152.064474g/mol

Rotatable Bond Count

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