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4,4,5,5-Tetramethyl-2-(Naphthalen-1-Ylmethyl)-1,3,2-Dioxaborolane CAS NO 475250-57-8


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CAS No.:475250-57-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

4,4,5,5-Tetramethyl-2-(Naphthalen-1-Ylmethyl)-1,3,2-Dioxaborolane is a specialized organoboron compound, specifically a naphthyl-substituted pinacol boronic ester, serving as a versatile building block in advanced synthetic chemistry. Its primary value lies in enabling efficient Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology for constructing complex carbon-carbon bonds under mild conditions. This high-purity intermediate is essential for researchers and manufacturers in the pharmaceutical, agrochemical, and materials science industries developing novel active ingredients and functional organic molecules.

Application

  • Pharmaceutical Intermediate: Key precursor in the synthesis of active pharmaceutical ingredients (APIs) and drug candidates, particularly those containing complex biaryl or naphthyl motifs.
  • Agrochemical Synthesis: Used in creating novel herbicides, fungicides, and insecticides that require specific naphthalene-based architectures for enhanced efficacy.
  • Organic Light-Emitting Diodes (OLEDs): Acts as a crucial monomer for constructing advanced organic semiconductors and emissive layer materials in display technologies.
  • Ligand and Catalyst Development: Serves as a starting material for synthesizing novel bidentate ligands and metal-organic frameworks (MOFs) with tailored properties.
  • Polymer Chemistry: Enables the incorporation of naphthalene units into polymer backbones for materials with specific optical, electronic, or mechanical characteristics.
  • Chemical Research & Development: A fundamental reagent in academic and industrial R&D for exploring new synthetic pathways and creating complex molecular libraries.

Basic Information

Item Details
Product Name 4,4,5,5-Tetramethyl-2-(Naphthalen-1-Ylmethyl)-1,3,2-Dioxaborolane
CAS No. 475250-57-8
Molecular Formula C₁₉H₂₅BO₂
Molecular Weight 296.21 g/mol
Synonyms 1-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)methylnaphthalene; 1-Naphthalenemethylboronic Acid Pinacol Ester; (1-Naphthylmethyl)boronic Acid Pinacol Ester; Naphthalen-1-ylmethylboronic Acid Pinacol Ester; 1-(Boronylmethyl)naphthalene Pinacol Ester; 1-(Pinacolatoborylmethyl)naphthalene; 1-Naphthylmethyl Pinacol Boronate; Contact for details on additional trade names.
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Quality Control

Our production of 4,4,5,5-Tetramethyl-2-(Naphthalen-1-Ylmethyl)-1,3,2-Dioxaborolane adheres to stringent quality management protocols to ensure batch-to-batch consistency and high purity for sensitive cross-coupling applications. Each lot undergoes rigorous analytical testing, including NMR, HPLC, and GC analysis, to confirm identity, potency, and impurity profiles. Certificates of Analysis (COA) detailing all specifications are provided with every shipment. We support cGMP and ISO 9001 compliant manufacturing for pharmaceutical and advanced material applications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed under an inert atmosphere (argon or nitrogen) after opening to prevent degradation. Keep away from incompatible materials such as strong oxidizing agents.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥97.0% (Area %)
Water Content (KF) ≤0.5%
Heavy Metals ≤20 ppm
Residue on Ignition ≤0.1%

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

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