Overview
Valeroboronic acid is an organoboron compound with the formula C5H11BO2. It is a derivative of boronic acid where the boron atom is bonded to a pentyl (valeryl) group. This compound is primarily used in organic synthesis, especially in palladium-catalyzed cross-coupling reactions like the Suzuki-Miyaura coupling, which is pivotal for forming carbon-carbon bonds in pharmaceuticals and agrochemicals. Due to its sensitivity to air and moisture, valeroboronic acid requires careful handling and storage. It is typically supplied as a crystalline solid and must be stored under inert conditions to prevent degradation. Its role in modern synthetic chemistry makes it a valuable reagent for industrial and research applications.
Physical and Chemical Properties
Valeroboronic acid appears as a white to off-white crystalline powder with a molecular weight of 113.95 g/mol. It has a melting point of approximately 90-95°C and is soluble in common organic solvents such as tetrahydrofuran (THF) and dimethyl sulfoxide (DMSO), but insoluble in water. The compound is air- and moisture-sensitive, often requiring storage under an inert atmosphere like nitrogen or argon. Its boronic acid functional group (-B(OH)2) is reactive in cross-coupling reactions, enabling the formation of complex organic molecules. The pentyl chain provides steric bulk, which can influence reaction selectivity in certain synthetic pathways.
Main Applications
The primary use of valeroboronic acid is in the Suzuki-Miyaura coupling reaction, a widely adopted method for forming carbon-carbon bonds in organic synthesis. This reaction is essential in the production of pharmaceuticals, agrochemicals, and advanced materials. In the pharmaceutical industry, valeroboronic acid serves as a building block for active pharmaceutical ingredients (APIs) and intermediates. Its applications extend to agrochemicals, where it is used to synthesize herbicides and pesticides. Additionally, it finds niche uses in materials science, particularly in the development of boron-containing polymers and ligands for catalysis.
Safety and Storage
Valeroboronic acid is classified as an irritant and requires careful handling to avoid skin or eye contact. Personal protective equipment (PPE), including gloves and safety goggles, should be worn when handling the compound. Work should be conducted in a fume hood to minimize inhalation risks. Storage conditions are critical due to its sensitivity to moisture and air. The compound should be kept in a tightly sealed container under an inert atmosphere (e.g., nitrogen or argon) and stored in a cool, dry place. Degradation can occur if exposed to humid conditions, leading to reduced reactivity in synthetic applications.
B2B Procurement Guide
When procuring valeroboronic acid, B2B buyers should prioritize suppliers that provide detailed specifications, including purity (typically >95%), moisture content, and CAS number verification. A Certificate of Analysis (COA) is essential to ensure quality and consistency. Prices vary depending on purity and supplier, with a reference range of $50-$200 per gram. Bulk purchases may offer cost savings. Buyers should also consider logistics, as the compound's sensitivity requires shipping under inert conditions. Reliable suppliers often specialize in fine chemicals and organoboron compounds, ensuring compliance with industry standards.
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