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4,4,5,5-Tetramethyl-2-[2-[(Trimethylsilyl)Ethynyl]Phenyl]-1,3,2-Dioxaborolane CAS NO 1218790-52-3


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CAS No.:1218790-52-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

4,4,5,5-Tetramethyl-2-[2-[(Trimethylsilyl)Ethynyl]Phenyl]-1,3,2-Dioxaborolane is a highly versatile and synthetically valuable organoboron reagent, specifically a pinacol boronic ester derivative. Its core value lies in its dual functionality, combining a protected boronic ester group with a silyl-protected alkyne, making it a crucial building block for complex cross-coupling reactions. This compound is essential for researchers and process chemists in pharmaceutical development, agrochemical synthesis, and advanced materials science, enabling the efficient construction of complex molecular architectures.

Application

  • Suzuki-Miyaura Cross-Coupling Reactions: Serves as a key electrophile or nucleophile for constructing biaryl and conjugated systems in drug discovery.
  • Pharmaceutical Intermediate Synthesis: Used in the preparation of active pharmaceutical ingredients (APIs) and complex bioactive molecules.
  • Agrochemical Development: Employed in the synthesis of novel herbicides, fungicides, and insecticides requiring specific aryl-alkyl linkages.
  • Material Science & OLED Development: A precursor for creating organic semiconductors, light-emitting materials, and advanced polymers with tailored electronic properties.
  • Chemical Biology & Probe Synthesis: Utilized for labeling and modifying biomolecules due to its orthogonal reactivity.
  • Academic & Industrial R&D: A fundamental reagent for methodological development in synthetic organic chemistry.

Basic Information

Product Name 4,4,5,5-Tetramethyl-2-[2-[(Trimethylsilyl)Ethynyl]Phenyl]-1,3,2-Dioxaborolane
CAS No. 1218790-52-3
Molecular Formula C₁₉H₂₉BO₂Si
Molecular Weight 328.33 g/mol
Synonyms 2-[2-[(Trimethylsilyl)ethynyl]phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; 2-(2-((Trimethylsilyl)ethynyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; (2-((Trimethylsilyl)ethynyl)phenyl)boronic acid pinacol ester; 2-(2-(Trimethylsilylethynyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; TMS-Ethynyl Phenyl Pinacol Boronate
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Quality Control

Our 4,4,5,5-Tetramethyl-2-[2-[(Trimethylsilyl)Ethynyl]Phenyl]-1,3,2-Dioxaborolane is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high purity for demanding synthetic applications. All products undergo rigorous analytical testing, including HPLC, NMR, and GC analysis. A comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles is provided with each shipment to support your quality assurance and regulatory needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and must be handled under an inert atmosphere (argon or nitrogen) for long-term storage and to maintain optimal reactivity.

Specification

Item Specification
Appearance White to off-white crystalline 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.

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