2-(Ethoxycarbonyl)Ethyltriphenylphosphonium Bromide: Chemical Profile and Product Description

What is 2-(Ethoxycarbonyl)Ethyltriphenylphosphonium Bromide?

2-(Ethoxycarbonyl)Ethyltriphenylphosphonium bromide stands out as a specialized organophosphorus compound used across organic synthesis and pharmaceutical research. Recognized by its dense molecular structure, this chemical arises from the combination of triphenylphosphine derivatives and ethoxycarbonyl functional groups, forming a robust cation paired with bromide as its counterion. In professional labs and industry settings, scientists depend on this reagent as a cornerstone for Wittig reactions, supporting the construction of carbon-carbon double bonds crucial to manufacturing complex molecules.

Physical Properties and Appearance

The substance appears as a fine white solid, sometimes forming crystalline flakes, though various suppliers might present it in powder, pearls, or occasionally small crystals. The product lacks a strong odor and tends to be free-flowing, showing stability under regular laboratory conditions. Measured density typically falls near 1.3 g/cm³, reflecting a tight lattice packing familiar to phosphonium salts. It melts in the range above 200°C, maintaining structure until exposed to direct flame. In solvents like chloroform or acetone, this chemical dissolves smoothly, giving clear solutions used for precision work in synthesis. Liquid forms rarely exist due to the high melting point, so most direct applications start with the solid phase.

Chemical Structure and Formula

With a chemical formula of C23H24BrO2P, this molecule encompasses a bulky triphenylphosphonium core tethered by an ethoxycarbonyl ethyl side chain. The bromide ion balances the charge, promoting solubility and stability. Structurally, the phosphorus atom sits at the center, bonded to three phenyl rings and the ethyl arm ending in an ester. The molecular weight rounds to approximately 443.31 g/mol, making it easily identifiable in analytical systems such as NMR and mass spectrometry. The arrangement enables selectivity in synthetic pathways, where only the expected ylide formation occurs under standard conditions.

Specifications and Standards

2-(Ethoxycarbonyl)Ethyltriphenylphosphonium bromide usually ships in sealed containers under inert atmosphere, with purity ratings most often exceeding 98%. Moisture content remains extremely low, given the product’s sensitivity to hydrolysis. Quality checks rely on melting point determination, spectrophotometric analysis, and chromatographic purity. The HS Code linked to stock movements and international trade falls under 2931.39 for organophosphorus compounds, simplifying customs procedures and transparency in sourcing. In bulk containers, suppliers pack material using anti-static, chemical-resistant liners to ensure stability from warehouse to end user.

Safe Handling and Hazards

Handling this chemical calls for sturdy safety precautions common in organic synthesis. Operators rely on lab coats, gloves, goggles, and controlled ventilation to reduce contact and inhalation. Though not acutely toxic by dermal exposure, the compound can cause irritation to eyes and skin, especially when powders or dust rise during weighing and transfers. Pharmaceutical-grade materials come with hazard statements mentioning potential harm if ingested or absorbed, underlining the need for good chemical hygiene and emergency eye wash stations. Storage routines place containers away from water sources and oxidizers, as hydrolysis or hazardous byproduct formation could result from accidental spill or mixing.

Industrial Applications and Raw Material Sourcing

Sourcing relies on raw materials like triphenylphosphine and bromoethyl ethoxycarbonyl, both well-supported by global chemical supply chains. Laboratories and manufacturers choose this material for its strong performance in coupling and ylide-driven transformations. In pharmaceutical synthesis, this bromide salt provides a reliable link to construct key intermediates with high regio- and stereoselectivity, which is vital for producing complex drug molecules. Researchers working on new therapeutic compounds or materials technology depend on consistent batch quality, so attention to raw material purity, packaging, and documentation carries over to everyday laboratory practice.

Environmental and Regulatory Considerations

2-(Ethoxycarbonyl)Ethyltriphenylphosphonium bromide requires careful end-of-life disposal, following federal and regional guidelines for organophosphorus waste. Surplus material, residues, and contaminated containers enter chemical waste streams where incineration or specialized landfill provides the safest outcomes. Documentation supports traceability, while routine compliance with REACH, OSHA, and other regulatory standards ensures operator welfare and environmental safety. Organizations use digital tracking alongside physical safety data sheets to monitor stock, minimizing the risk of unauthorized handling or loss.

Why Properties Matter in Research and Industry

Direct experience in the lab highlights the value of predictable reactions, ease of handling, and minimal impurities. Failed syntheses often tie back to hidden contaminants or unstable batches, undercutting weeks of hard work. Scientists and engineers judge quality by yield, reproducibility, and the freedom to scale reactions from milligrams to liters. Recognizing hazards early and choosing proper packaging lowers the risk of accidents, benefiting not just the individual worker but the surrounding community and natural environment. The chemistry behind 2-(Ethoxycarbonyl)Ethyltriphenylphosphonium bromide reflects a wider story: the balance between cutting-edge synthesis, safety, and reliable materials tracking in a modern lab.