4-(2-hydroxypropan-2-yl)phenylboronic acid（CAS# 886593-45-9)
Introduction
4-(2-hydroxypropan-2-yl)phenylboronic acid is an organoboron compound. Its chemical formula is C10H13BO3 and its relative molecular mass is 182.02g/mol.
Nature:
4-(2-hydroxypropan-2-yl)phenylboronic acid is a white crystalline solid. It is soluble in water and also soluble in organic solvents. It has a relatively low melting and boiling point, with a melting point of about 100-102°C. It is a stable compound that is not easily oxidized or decomposed.
Use:
4-(2-hydroxypropan-2-yl)phenylboronic acid is an important reagent in organic synthesis. It can be used in phenylboronic acid coupling reactions to form carbon-boron bonds by reacting with organometallic compounds to build complex organic molecular structures. It can also be used as a catalyst ligand to participate in various organic synthesis reactions such as redox reactions, coupling reactions, and cross-coupling reactions.
Preparation Method:
4-(2-hydroxypropan-2-yl)phenylboronic acid can be prepared by the reaction of phenylboronic acid and 2-hydroxypropane. A commonly used preparation method is to react phenylboronic acid with 2-hydroxypropanol under alkaline conditions to produce the target product, which is purified by crystallization to obtain the pure product.
Safety Information:
4-(2-hydroxypan-2-yl) phenylboronic acid is relatively safe under normal conditions of use. However, like any chemical, you should pay attention to safe handling measures, avoid contact with skin, eyes and mouth, and avoid inhaling its dust or vapor. Wear protective gloves, goggles and protective clothing during use. If touched or inhaled, wash the affected area immediately and seek medical advice.
Application
4-(2-Hydroxypropan-2-yl)phenylboronic acid (CAS 886593-45-9) is a multifunctional organoboron building block featuring a boronic acid group para-substituted to a tertiary alcohol moiety. As a versatile reagent in organic synthesis, it participates in palladium-catalyzed Suzuki-Miyaura cross-coupling reactions with aryl and vinyl halides to construct biaryl compounds, which are core scaffolds in pharmaceuticals, agrochemicals, and materials science. The boronic acid moiety forms reversible covalent bonds with diols, enabling applications in the development of sensors and boronate ester intermediates. In medicinal chemistry, boronic acids exhibit anticancer properties by inhibiting proteasome activity, leading to apoptosis in cancer cells, and show potential antidiabetic effects through α-glucosidase inhibition. The hydroxypropan-2-yl group enhances solubility and reactivity compared to simple phenylboronic acid. This compound is also utilized as a catalyst ligand in redox, coupling, and cross-coupling reactions. Xinchem offers custom synthesis, custom chemical synthesis, and contract manufacturing of this high-purity boronic acid with flexible scaling from R&D to commercial tons. Contact us for a competitive quote and reliable global supply.
