Description

tert-Butyldimethyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)silane is a sophisticated organosilicon compound featuring a protected boronic ester functional group, making it a valuable intermediate for advanced organic synthesis. Its molecular architecture is specifically designed for cross-coupling reactions, enabling the precise construction of complex molecules. This high-purity reagent is essential for researchers and manufacturers in pharmaceutical development, materials science, and agrochemical research who require reliable building blocks for creating novel silicon- and boron-containing architectures.

Application

• Suzuki-Miyaura Cross-Coupling Reactions: A key boronic ester precursor for forming carbon-carbon bonds in the synthesis of complex organic molecules, particularly for pharmaceutical candidates.
• Pharmaceutical Intermediate: Serves as a protected building block in the multi-step synthesis of active pharmaceutical ingredients (APIs), especially those incorporating siloxane or aryl-boronate motifs.
• Material Science & OLED Development: Used in the research and production of advanced organic electronic materials, such as emissive layers or charge transport materials in OLED displays and lighting.
• Agrochemical Synthesis: Employed as an intermediate in creating novel herbicides, fungicides, or insecticides with tailored properties.
• Polymer & Resin Modification: Facilitates the introduction of phenoxy-silane groups into polymer backbones to alter material properties like adhesion, thermal stability, or surface characteristics.
• Surface Functionalization Agent: Can be used to modify inorganic surfaces (e.g., silica, glass) with organic boronic ester functionalities for sensor or chromatography applications.
• Protecting Group Strategy: The tert-butyldimethylsilyl (TBDMS) group protects the phenol oxygen, while the boronic ester pinacol group protects the boronic acid, allowing for sequential, orthogonal deprotection in complex syntheses.

Basic Information

Product Name	tert-Butyldimethyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)silane
CAS No.	873426-76-7
Molecular Formula	C18H31BO3Si
Molecular Weight	334.34 g/mol
Synonyms	4-[(tert-Butyldimethylsilyl)oxy]phenylboronic acid pinacol ester; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy-tert-butyldimethylsilane; [4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy](tert-butyl)dimethylsilane; 4-(tert-Butyldimethylsiloxy)phenylboronic acid pinacol ester; TBDMS-protected 4-boronophenyl pinacol ester; tert-Butyldimethyl((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)oxy)silane; Silane, tert-butyldimethyl[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-; 4-[(Tert-butyldimethylsilyl)oxy]benzeneboronic acid pinacol ester
EINECS	Contact for details

Quality Control

Our production of tert-Butyldimethyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)silane adheres to stringent quality management protocols to ensure batch-to-batch consistency and high purity. Each lot is characterized using advanced analytical techniques including NMR (¹H, ¹³C, ¹¹B), HPLC, and GC to confirm identity and purity. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with every shipment, supporting your quality assurance and regulatory compliance needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (typically 15-25°C). This compound is hygroscopic (moisture-sensitive) and must be handled under an inert atmosphere (argon or nitrogen) when opening the container to prevent degradation. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (NMR)	Conforms to structure
Purity (HPLC/GC)	≥97.0% (Typical 98-99%)
Water Content (KF)	≤0.5% w/w
Residue on Ignition	≤0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.