4-methoxyphenylboronic acid

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Category:Semiconductor Display Materials   MOQ:100KG  Shipped directly from China

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Introduction

4-Methoxyphenylboronic acid is a versatile organoboron compound with a methoxy substituent at the 4-position of the phenyl ring and a boronic acid group. This compound is widely used in organic synthesis, material science, and pharmaceutical research due to its unique reactivity and structural properties.

Key Properties

Property Details
IUPAC Name 4-Methoxyphenylboronic acid
CAS Number 5720-07-0
Molecular Formula C₇H₉BO₃
Molecular Weight 151.96 g/mol
Category Phenylboronic acid derivative, Pharmaceutical intermediate
Appearance White to off-white crystalline powder
Boiling Point ~306.8°C
Melting Point 204-206°C
Density ~1.17 g/cm³
Storage Conditions Sealed, in a cool, dry place
Synthesis Method Various methods including oxidation and coupling reactions
Applications Suzuki coupling reactions, Drug synthesis, Material science

Synthesis

4-Methoxyphenylboronic acid can be synthesized through various methods. One approach involves the oxidation of 2.5-dibromothiophene followed by a coupling reaction with 4-methoxyphenylboronic acid in the presence of a palladium catalyst. Another method utilizes nickel phosphine complexes as catalysts to facilitate a one-step reaction between 1.3.5-triazine and 4-methoxyphenylboronic acid, yielding 2.4-dichloro-6-(4-methoxyphenyl)-1.3.5-triazine.

Applications

In organic synthesis, 4-Methoxyphenylboronic acid is a crucial building block for preparing complex molecules, especially those requiring defined stereochemistry and functionality. It is widely used in Suzuki coupling reactions, which are vital for forming carbon-carbon bonds in organic synthesis.

The compound is also used in the synthesis of biologically active molecules, such as lactate dehydrogenase inhibitors and nitro-phenoxybenzoic acid derivatives. Additionally, it serves as a modulator of survival motor neuron protein.

In material science, 4-Methoxyphenylboronic acid is used as an intermediate in the synthesis of liquid crystal materials, highlighting its potential in advanced material applications.

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