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Tetraethylene glycol dimethyl ether

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Category Small-molecule Methoxy Linear PEG (mPEG)
Catalog NO. BPG-1781
Product Name Tetraethylene glycol dimethyl ether
CAS 143-24-8
Molecular Formula C10H22O5
Molecular Weight 222.28
Tetraethylene glycol dimethyl ether
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Product Information

Description Me-PEG4-Me is a polyethylene glycol (PEG)-based PROTAC linker. Me-PEG4-Me can be used in the synthesis of a series of PROTACs.
Synonyms Tetraglyme; Dimethoxytetraglycol
IUPAC Name 1-methoxy-2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethane
Canonical SMILES COCCOCCOCCOCCOC
InChI InChI=1S/C10H22O5/c1-11-3-5-13-7-9-15-10-8-14-6-4-12-2/h3-10H2,1-2H3
InChIKey ZUHZGEOKBKGPSW-UHFFFAOYSA-N
Boiling Point 275.3±0.0 °C at 760 mmHg
Melting Point -30°C
Purity 98%
Density 1.009
Appearance Transparent Liquid
Storage 4°C, sealed storage, away from moisture; In solvent, -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Pictogram(s) Health Hazard
Signal Danger
Precautionary Statement Codes P203, P280, P318, P405, and P501

Tetraethylene glycol dimethyl ether, also known as tetraglyme, stands as a versatile organic solvent and reagent with a myriad of applications in the bioscience industry. Here are four key applications, each presented with a high degree of perplexity and burstiness:

Electrochemistry: Widely embraced in electrochemical realms, tetraethylene glycol dimethyl ether emerges as a solvent renowned for its elevated dielectric constant and capacity to stabilize ions. Its prowess shines in the realm of lithium-ion battery development, where it plays a pivotal role within the electrolyte system. This contribution is instrumental in enhancing battery performance, ensuring safety, and prolonging longevity, showcasing the substance's multifaceted utility.

Pharmaceutical Synthesis: Amidst the intricate landscape of pharmaceutical research, tetraethylene glycol dimethyl ether emerges as a favored reaction medium for diverse chemical syntheses. Its facilitative nature fosters the creation of intricate organic compounds, including pivotal active pharmaceutical ingredients. Boasting low volatility and an impressive ability to dissolve a wide array of compounds, this solvent stands as a stalwart pillar within medicinal chemistry applications, illustrating its indispensable role in advancing pharmaceutical pursuits.

Polymer Chemistry: Within the realm of polymer chemistry, tetraethylene glycol dimethyl ether plays an integral role in both the production and functionalization of polymers. Serving as an efficient solvent during polymerization reactions, it aids in molding polymer properties to suit specific applications, thereby underpinning the fabrication of cutting-edge materials like biodegradable plastics and high-performance resins. This strategic influence underscores the substance's pivotal role in shaping the landscape of advanced materials engineering.

Analytical Chemistry: In the realm of analytical chemistry, tetraethylene glycol dimethyl ether emerges as a trusted solvent enlisted for sample preparation and chromatography endeavors. Its unique ability to dissolve otherwise recalcitrant substances facilitates accurate analysis, a critical component in the realm of advanced analytical techniques like high-performance liquid chromatography (HPLC) and gas chromatography-mass spectrometry (GC-MS). This pivotal function underscores the substance's indispensable nature in maintaining the reliability and precision of analytical methodologies, establishing it as a cornerstone of modern analytical chemistry practices.

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