Description

3-(Trimethylsilyl)-2-Naphthyl Trifluoromethanesulfonate is a specialized organosilicon reagent and a protected naphthol derivative, serving as a critical building block in advanced organic synthesis. Its value lies in its dual functionality, offering both a silyl-protected hydroxyl group and a highly reactive triflate leaving group, which facilitates efficient cross-coupling and nucleophilic substitution reactions. This compound is essential for researchers and process chemists in the pharmaceutical, agrochemical, and materials science industries who require high-purity intermediates for constructing complex molecular architectures.

Application

• Pharmaceutical Intermediate: A key precursor in the synthesis of active pharmaceutical ingredients (APIs), particularly for compounds containing functionalized naphthalene cores.
• Cross-Coupling Reactions: Serves as an excellent electrophile in palladium-catalyzed reactions such as Suzuki-Miyaura, Stille, and Negishi couplings to form biaryl and other carbon-carbon bonds.
• Nucleophilic Substitution: The triflate group is readily displaced by a wide range of nucleophiles, enabling the introduction of diverse functional groups at the 2-position of the naphthalene ring.
• Polymer and Material Science: Used in the development of organic semiconductors, liquid crystals, and advanced polymers where the naphthalene unit contributes to desired electronic or structural properties.
• Agrochemical Synthesis: Employed as a building block for creating novel herbicides, fungicides, and insecticides with naphthalene-based scaffolds.
• Protecting Group Strategy: The trimethylsilyl (TMS) group protects the phenolic oxygen, allowing for selective reactions elsewhere on the molecule before deprotection.

Basic Information

Product Name	3-(Trimethylsilyl)-2-Naphthyl Trifluoromethanesulfonate
CAS No.	780820-43-1
Molecular Formula	C₁₄H₁₇F₃O₃SSi
Molecular Weight	350.43 g/mol
Synonyms	2-Naphthyl Triflate, TMS-Protected; 2-[(Trimethylsilyl)oxy]naphthalene-1-yl Trifluoromethanesulfonate; 3-(Trimethylsilyl)-2-naphthyl Triflate; 2-(Trimethylsiloxy)naphthalen-1-yl Trifluoromethanesulfonate; 1-[(Trifluoromethyl)sulfonyl]oxy-2-(trimethylsiloxy)naphthalene; Naphthalen-1-yl, 2-(trimethylsiloxy)-, 1-(trifluoromethanesulfonate)
EINECS	Contact for details

Quality Control

Our products undergo rigorous quality testing to ensure compliance with industry standards for high-purity synthetic intermediates. Each batch is characterized using advanced analytical techniques to confirm identity, purity, and consistency. Certificates of Analysis (COA) detailing specific results for assay and impurity profiles are available upon request. We adhere to strict quality management protocols to support our customers in pharmaceutical development and other critical applications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) to prevent decomposition and ensure long-term stability.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Assay (HPLC)	≥97.0%
Purity (GC)	≥96.0%
Water Content (KF)	≤0.5%
Residue on Ignition	≤0.1%

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