4-(2-Tetrahydropyranyloxy)phenylboronic acid CAS#182281-01-2

Valuable Organoboron Building Block: It is an important organoboron compound widely used as a synthetic building block in organic chemistry.

Protected Hydroxy Functional Group: It serves as a protected derivative of 4-hydroxyphenylboronic acid, providing enhanced stability and convenient handling during chemical synthesis.

Excellent Cross-Coupling Application: It is widely utilized in cross-coupling reactions, supporting the efficient construction of complex organic molecules.

High Value in Pharmaceutical and Material Synthesis: As a versatile intermediate, it contributes to the development of advanced chemical compounds, including potential applications in pharmaceutical and specialty material research.

Product Description of 4-(2-Tetrahydropyranyloxy)phenylboronic Acid CAS#182281-01-2

4-(2-Tetrahydropyranyloxy)phenylboronic acid is a functional organoboron intermediate, which is the tetrahydropyranyl-protected form of 4-hydroxyphenylboronic acid. At room temperature, it generally appears as a white to pale-yellow solid. The tetrahydropyranyl group effectively shields the phenolic hydroxyl group, preventing side-reactions during synthetic operations. 

This boronic acid monomer exhibits good reactivity in common palladium-catalyzed cross-coupling transformations. It has limited solubility in water and dissolves readily in many anhydrous organic solvents.

4-(2-Tetrahydropyranyloxy)phenylboronic acid CAS#182281-01-2

4-(2-Tetrahydropyranyloxy)phenylboronic acid Chemical Properties

Melting point 117-124 °C
Boiling point 411.3±55.0 °C(Predicted)
density 1.21±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility soluble in Methanol
form powder to crystal
pka8.63±0.16(Predicted)
color White to Light yellow
CAS DataBase Reference182281-01-2(CAS DataBase Reference)
Hazard Codes Xn,Xi
Risk Statements 36/37/38-20/21/22-36/38
Safety Statements 36/37/39-26-37/39-36
HazardClass IRRITANT
HS Code 29329990
4-(2-Tetrahydropyranyloxy)phenylboronic acid CAS#182281-01-2

Product Application of 4-(2-Tetrahydropyranyloxy)phenylboronic Acid CAS#182281-01-2

This boronic-acid reagent is mainly applied for Suzuki-Miyaura cross-coupling reactions and acts as a vital synthetic intermediate in drug-development workflows. 

It can be adopted to construct anti-cancer dichloroacetamide analogues and other bio-active molecular frameworks. The removable tetrahydropyranyl protecting group masks the hydroxyl site throughout multi-step synthetic routes, suppressing unwanted side reactions and improving overall reaction selectivity and product yield. Thanks to this protective-group structure, the compound is suitable for complex organic synthesis, especially for the manufacture of fine-chemical and pharmaceutical candidates.

4-(2-Tetrahydropyranyloxy)phenylboronic acid CAS#182281-01-2

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