3-Acetamidophenylboronic acid

Updated: 2026-09-19

Overview

3-Acetamidophenylboronic acid is a boronic acid derivative commonly used as an intermediate in pharmaceutical synthesis and organic chemistry. It features a phenyl ring substituted with an acetamido group and a boronic acid functional group, making it valuable for cross-coupling reactions like the Suzuki-Miyaura reaction. This compound is particularly useful in the synthesis of complex organic molecules, including drug candidates. Its stability and reactivity profile make it a preferred choice for researchers and industrial chemists working on advanced chemical transformations.

Physical and Chemical Properties

3-Acetamidophenylboronic acid typically appears as a white to off-white crystalline powder. It is soluble in polar organic solvents such as dimethyl sulfoxide (DMSO) and methanol but may have limited solubility in water. The boronic acid group is sensitive to moisture and oxygen, requiring careful handling and storage. The molecular weight of the compound is 178.98 g/mol, with the formula C8H10BNO3. While specific melting and boiling points are not widely documented, it is known to decompose under high temperatures, necessitating storage in cool, dry conditions.

Main Applications

This compound is primarily used in pharmaceutical research and development, particularly in the synthesis of bioactive molecules. Its boronic acid group enables participation in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern medicinal chemistry. Additionally, 3-Acetamidophenylboronic acid finds applications in materials science, where it serves as a building block for functionalized polymers and advanced materials. Its versatility in forming carbon-carbon bonds makes it indispensable in both academic and industrial laboratories.

Safety and Storage

Proper handling of 3-Acetamidophenylboronic acid requires personal protective equipment (PPE), including gloves and safety goggles, to prevent skin and eye contact. Inhalation of dust should be avoided, and operations should be conducted in a well-ventilated area or fume hood. Storage conditions are critical for maintaining the compound's stability. It should be kept in a tightly sealed container under an inert atmosphere, such as nitrogen or argon, and stored in a cool, dry place away from moisture and direct sunlight.

B2B Procurement Guide

When procuring 3-Acetamidophenylboronic acid, buyers should prioritize suppliers with a proven track record in chemical manufacturing. Key considerations include verifying the compound's purity (typically ≥95% for research use) and ensuring compliance with relevant safety and quality standards. Bulk purchases may offer cost advantages, but buyers should confirm batch-to-batch consistency and request certificates of analysis (CoA). Lead times and shipping conditions (e.g., temperature control) should also be discussed with suppliers to ensure product integrity upon delivery.