Tetra-Branched Tetra-Cationic Ionic Liquids: Effects of Spacer and Tail Structure on Physical Properties was written by Ikeda, Taichi. And the article was included in Bulletin of the Chemical Society of Japan in 2020.Synthetic Route of C11H22O5 This article mentions the following:
Herein, the synthesis of ten tetra-branched tetra-cationic ionic liquids, which consist of a pentaerythritol-based core, alkylene or ethylenedioxy spacers, imidazolium cationic units, and short alkyl tails, is described. The phys. properties of the tetra-cations, including their glass transition and thermal decomposition temperatures, densities, viscosities, and ionic conductivities, were investigated. The tetra-cations were analyzed to determine the effects of the spacer and tail structure on the above-mentioned phys. properties. The spacer unit located between the pentaerythrityl core and cationic unit was confirmed to be the key for improving ionic conductivity A maximum ionic conductivity of 2.8 x 10-4 S cm-1 (25°C under anhydrous conditions) and a min. viscosity of 1.6 Pa s (25°C) were observed While the phys. values of the tetra-cationic ionic liquids are close to those of di-cationic ionic liquids, their structure-property relationship is similar to that of poly-cations rather than di-cations. In the experiment, the researchers used many compounds, for example, 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6Synthetic Route of C11H22O5).
2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Synthetic Route of C11H22O5
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem