Description

5-[(Trimethylsilyl)Ethynyl])-1-Methylimidazole is a specialized organosilicon building block featuring a reactive ethynyl group protected by a trimethylsilyl (TMS) moiety. This compound is of significant value in advanced organic synthesis, particularly in metal-catalyzed cross-coupling reactions and click chemistry, due to its ability to act as a masked alkyne. It is primarily utilized by research chemists and process development scientists in the pharmaceutical, agrochemical, and materials science industries for constructing complex molecular architectures, including heterocyclic systems and conjugated polymers.

Application

• Pharmaceutical Intermediate: A key synthon in the synthesis of novel drug candidates, especially those containing imidazole or acetylene motifs for targeted therapies.
• Agrochemical Research: Used in developing new active ingredients for crop protection agents by enabling the introduction of acetylene functional groups.
• Material Science & Polymer Chemistry: Serves as a monomer or cross-linking agent in the production of specialty polymers, conductive materials, and metal-organic frameworks (MOFs).
• Click Chemistry Reagent: The TMS-protected alkyne is a precursor for copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, a cornerstone of bioconjugation and labeling.
• Ligand Synthesis: Employed in the preparation of sophisticated ligands for catalysis, including N-heterocyclic carbene (NHC) precursors and phosphine alternatives.
• Chemical Biology Probes: Used to create tagged molecules for studying biological processes and protein interactions.

Basic Information

Item	Details
Product Name	5-[(Trimethylsilyl)Ethynyl])-1-Methylimidazole
CAS No.	480439-45-0
Molecular Formula	C9H14N2Si
Molecular Weight	178.31 g/mol
Synonyms	1-Methyl-5-[(trimethylsilyl)ethynyl]imidazole; 5-(Trimethylsilylethynyl)-1-methyl-1H-imidazole; 1-Methyl-5-(2-trimethylsilylethynyl)imidazole; 5-(Trimethylsilylethynyl)-1-methylimidazole; TMS-Ethynyl-1-methylimidazole; (1-Methyl-1H-imidazol-5-yl)ethynyltrimethylsilane
EINECS	Contact for details

Quality Control

Our 5-[(Trimethylsilyl)Ethynyl])-1-Methylimidazole is produced under strict quality management protocols. Each batch undergoes comprehensive analytical testing, including HPLC, NMR, and GC-MS, to ensure high chemical purity and identity confirmation. We provide a detailed Certificate of Analysis (COA) with every shipment, documenting purity, assay, and impurity profiles. Our quality system supports compliance with cGMP and ICH guidelines for advanced pharmaceutical intermediates.

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 nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent moisture absorption and degradation. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid or low-melting solid
Identification (IR)	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.