Description

(Trimethylsilylmethyl)Triphenylphosphonium Iodide is a specialized organosilicon phosphonium salt widely used as a key reagent in organic synthesis. Its primary value lies in its role as a stabilized ylide precursor for the preparation of vinylsilanes via the Peterson olefination reaction, offering chemists a powerful tool for constructing carbon-carbon double bonds with silicon-containing groups. This compound is essential for researchers and process chemists in the pharmaceutical, agrochemical, and advanced materials sectors who require precise methods for introducing silyl-substituted alkenes into complex molecular architectures.

Application

• Peterson Olefination Reagent: A crucial precursor for generating (trimethylsilyl)methylenetriphenylphosphorane, the active ylide used in the Peterson olefination to synthesize vinylsilanes from carbonyl compounds.
• Pharmaceutical Intermediate Synthesis: Employed in the construction of silicon-containing bioactive molecules and novel drug candidates where the vinylsilane moiety acts as a versatile functional handle.
• Agrochemical Product Development: Used in the synthesis of silicon-based pesticides, herbicides, and plant growth regulators that leverage the unique properties of organosilicon chemistry.
• Advanced Material Precursor: Serves as a building block for creating functionalized polymers, liquid crystals, and organic electronic materials with tailored silicon-alkene linkages.
• Organic Methodology Research: A valuable reagent for developing new synthetic methodologies and catalytic cycles involving silicon-stabilized carbanions.
• Cross-Coupling and Functionalization: The vinylsilane products can be further functionalized via cross-coupling reactions (e.g., Hiyama coupling) or other transformations, making this iodide a gateway to diverse compound libraries.

Basic Information

Product Name	(Trimethylsilylmethyl)Triphenylphosphonium Iodide
CAS No.	3739-98-8
Molecular Formula	C22H26IPSi
Molecular Weight	476.42 g/mol
Synonyms	Triphenyl[(trimethylsilyl)methyl]phosphonium iodide; (Trimethylsilylmethyl)triphenylphosphonium iodide; [(Trimethylsilyl)methyl]triphenylphosphonium iodide; Phosphonium, [(trimethylsilyl)methyl]triphenyl-, iodide; TMS-methyl triphenylphosphonium iodide; (TMS-methyl)triphenylphosphonium iodide; (Trimethylsilylmethyl)-triphenylphosphonium iodide; Trimethylsilylmethyltriphenylphosphonium Iodide
EINECS	223-123-7

Quality Control

Our (Trimethylsilylmethyl)Triphenylphosphonium Iodide is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing to ensure high purity and consistency, meeting the stringent requirements of research and process chemistry. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment and are available upon request.

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). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Melting Point	Contact for details
Water Content (KF)	≤ 1.0%
Heavy Metals	≤ 20 ppm

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