Description

(3-Bromo-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Phenoxy)(tert-Butyl)Dimethylsilane is a high-value, multifunctional organoboron building block protected by a tert-butyldimethylsilyl (TBDMS) ether group. This compound matters for its dual functionality, enabling sequential cross-coupling reactions, particularly in Suzuki-Miyaura couplings, while offering orthogonal protection for the phenolic hydroxyl group. Pharmaceutical researchers, agrochemical developers, and advanced material scientists need it for constructing complex molecular architectures, such as drug candidates, liquid crystals, and organic electronic materials. Its design provides exceptional versatility in multi-step synthetic sequences.

Application

• Pharmaceutical Intermediate: Key building block for synthesizing active pharmaceutical ingredients (APIs) and drug candidates, especially those containing biaryl or heterobiaryl motifs.
• Agrochemical Synthesis: Used in the research and development of novel herbicides, fungicides, and insecticides that require specific bromo- and boronate-substituted aromatic structures.
• Material Science: Serves as a precursor for organic semiconductors, liquid crystals, and metal-organic frameworks (MOFs) where precise control over molecular geometry is critical.
• Cross-Coupling Reactions: Primarily employed in palladium-catalyzed Suzuki-Miyaura cross-coupling to form carbon-carbon bonds, with the bromo and boronate ester groups acting as complementary reactive sites.
• Organic Synthesis & Medicinal Chemistry: Enables complex, multi-step synthetic routes in research laboratories for creating novel chemical entities and probe molecules.
• Chemical Biology: Useful for synthesizing molecular probes and bioconjugates where a protected phenol group is required for later-stage deprotection and functionalization.

Basic Information

Product Name	(3-Bromo-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Phenoxy)(tert-Butyl)Dimethylsilane
CAS No.	1218789-51-5
Molecular Formula	C18H30BBrO3Si
Molecular Weight	413.24 g/mol
Synonyms	3-Bromo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy-tert-butyldimethylsilane; tert-Butyl(3-bromo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)dimethylsilane; 2-[3-[(tert-Butyldimethylsilyl)oxy]-5-bromophenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; TBDMS Ether of 3-Bromo-5-boronic acid pinacol ester phenol; 3-Bromo-5-(pinacolboronato)phenyl tert-butyldimethylsilyl ether
EINECS	Contact for details

Quality Control

Our (3-Bromo-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Phenoxy)(tert-Butyl)Dimethylsilane is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR (1H and 13C), and GC-MS, to ensure identity, purity, and consistency. Certificates of Analysis (COA) with detailed specifications are provided for every shipment, supporting compliance with research and development standards. We are committed to supplying material that meets the exacting requirements of advanced synthetic chemistry.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place. Due to its hygroscopic (moisture-sensitive) nature, the container should be kept sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Recommended long-term storage temperature is between 2°C and 8°C (refrigerated). Allow the sealed container to reach room temperature before opening to minimize moisture ingress.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%

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