Phenylboronic acid, CAS No. 98-80-6

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98-80-6

Catalog No. EBD435277

CAS 98-80-6

Name Phenylboronic acid

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Basic Information

Synonyms: Phenylboronicacid Phenylboronicacid* dihydroxy(phenyl)borane Phenylboricacid Benzeneboronicacid 1-PHENYLSULPHONYLINDOLE-5-METHANOL Phenylborondihydroxide acidephenylborique borophenylicacid kyselinafenylborita phenyboronic phenyl-boronicaci phenyldihydroxyborane t-500 usafbo-2 Benzeneboronicacidanhydride

Molecular Formula: C6H7BO2

Molecular Weight: 121.93

MDL Number: MFCD00002103

Categories: Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters

Product Description:

Phenylboronic acid is an organoboron compound featuring a phenyl group directly bonded to a boronic acid moiety (-B(OH)_). It is a white to off-white crystalline solid that is stable under normal conditions. Structurally, it is the simplest aromatic boronic acid and serves as a fundamental building block in organic synthesis. Its primary application is as a key reagent in Suzuki-Miyaura cross-coupling reactions, where it reacts with aryl or vinyl halides to form carbon-carbon bonds, enabling the construction of biaryl compounds and complex organic frameworks. This makes it indispensable in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. In medicinal chemistry, it is frequently used as a small molecule fragment for drug discovery, particularly in the development of protease inhibitors (e.g., bortezomib) and sensors for diols. Additionally, it is employed in the preparation of glucose-responsive materials and as a protecting group for diols in carbohydrate chemistry.

Physical Properties

Melting Point: 216-219 °C(lit.)

Boiling Point: 265.856 °C at 760 mmHg

Flash Point: 114.586 °C

Density: 1.139 g/cm3

Solubility: 10 g/L (20 ºC)

Storage: 0-6°C

Analytical Data

Appearance: white to light yellow crystal powder