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Phenylboronic acid

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Phenylboronic acid, also known as Benzeneboronic acid, is an organoboron compound with a phenyl ring and a boronic acid group. This compound is a valuable building block in organic synthesis, material science, and pharmaceutical research due to its unique reactivity and structural properties.

Key Properties

PropertyDetails
IUPAC NamePhenylboronic acid
CAS Number98-80-6
Molecular FormulaC₆H₇BO₂
Molecular Weight121.93 g/mol
CategoryBoronic acid compound, Biochemical reagent
AppearanceWhite to off-white solid
Boiling Point~265.9°C
Melting Point216-219°C
Density~1.1 g/cm³
SolubilitySoluble in ether and methanol, insoluble in water and benzene
Storage ConditionsSealed, in a cool, dry place, avoid contact with oxidants
Synthesis MethodGrignard reagent method, Reaction of benzene with ammonium borate
ApplicationsSuzuki coupling reactions, Drug synthesis, Material science, Catalysis

Synthesis

Phenylboronic acid can be synthesized using various methods. One common approach involves the reaction of phenyl Grignard reagent with boron triester. Another method is the reaction of benzene with ammonium borate under acidic conditions to yield phenylboronic acid.

Applications

In organic synthesis, Phenylboronic acid is a crucial reagent, particularly in Suzuki coupling reactions, where it is used to synthesize various substituted benzene compounds. These compounds play a vital role in drug and pesticide development.

The compound also finds applications in biochemistry, where it selectively binds to biological molecules such as sugars and amino acids. This property makes it useful in the development of biosensors and drug delivery systems.

Additionally, Phenylboronic acid is used as a crosslinking agent in polymer synthesis, improving the mechanical properties and thermal stability of materials. It also serves as a catalyst in certain reactions, such as the conversion of alcohols and ketones.

Declaration: The products displayed on this website are intended exclusively for industrial applications or scientific research. They are not intended for medical, pharmaceutical, or food use. In accordance with applicable laws and regulations, purchasing organizations must hold valid qualifications and approvals.

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