Description

(Trimethylsilyl)Methyl Trifluoromethanesulfonate is a highly reactive organosilicon reagent and potent electrophilic methylating agent. This compound is valued for its ability to introduce the trimethylsilylmethyl (TMS-CH2-) group and serve as a powerful methylating agent under mild conditions, making it indispensable in advanced synthetic methodologies. It is primarily sought by R&D chemists and process development scientists in the pharmaceutical, agrochemical, and advanced materials sectors for constructing complex molecular architectures.

Application

• Key Intermediate in Pharmaceutical Synthesis: Used in the preparation of novel active pharmaceutical ingredients (APIs), particularly for introducing protected functional groups or constructing complex heterocycles.
• Agrochemical Research & Development: Employed in the synthesis of experimental herbicides, fungicides, and plant growth regulators requiring specific silicon-containing motifs.
• Advanced Material Precursor: Serves as a building block for synthesizing specialized silicone polymers, surface-modifying agents, and silicon-based dendrimers.
• Organic Synthesis Reagent: Acts as a powerful electrophile in Friedel-Crafts alkylations, carbonyl methylations, and other carbon-carbon bond-forming reactions.
• Protecting Group Chemistry: Utilized for the temporary protection of alcohols, phenols, and carboxylic acids via formation of robust silyl ethers or esters.
• Cross-Coupling & Catalysis: Functions as a reagent in transition-metal-catalyzed reactions for introducing the TMS-CH2- moiety into organic frameworks.

Basic Information

Product Name	(Trimethylsilyl)Methyl Trifluoromethanesulfonate
CAS No.	64035-64-9
Molecular Formula	C6H13F3O3SSi
Molecular Weight	250.31 g/mol
Synonyms	Trimethylsilylmethyl Triflate; (Trimethylsilyl)methyl Triflate; TMSM Triflate; Methyl(trimethylsilyl)methyl Trifluoromethanesulfonate; Trifluoromethanesulfonic Acid (Trimethylsilyl)methyl Ester; (Trimethylsilyl)methyl Trifluoromethanesulphonate; α-(Trimethylsilyl)methyl Triflate
EINECS	Contact for details

Quality Control

Our production of (Trimethylsilyl)Methyl Trifluoromethanesulfonate adheres to stringent in-process controls to ensure batch-to-batch consistency and high chemical purity. Every lot is characterized by NMR (1H, 13C, 19F), GC, and/or HPLC analysis. A comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles is provided with each shipment to support your quality and regulatory requirements.

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 material is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) to maintain stability and prevent decomposition.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms to structure
Purity (GC/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.