Percec, Virgil et al. published their research in Science (Washington, DC, United States) in 2010 | CAS: 60221-37-6

2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. 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.Reference of 60221-37-6

Self-Assembly of Janus Dendrimers into Uniform Dendrimersomes and Other Complex Architectures was written by Percec, Virgil;Wilson, Daniela A.;Leowanawat, Pawaret;Wilson, Christopher J.;Hughes, Andrew D.;Kaucher, Mark S.;Hammer, Daniel A.;Levine, Dalia H.;Kim, Anthony J.;Bates, Frank S.;Davis, Kevin P.;Lodge, Timothy P.;Klein, Michael L.;De Vane, Russell H.;Aqad, Emad;Rosen, Brad M.;Argintaru, Andreea O.;Sienkowska, Monika J.;Rissanen, Kari;Nummelin, Sami;Ropponen, Jarmo. And the article was included in Science (Washington, DC, United States) in 2010.Reference of 60221-37-6 This article mentions the following:

Self-assembled nanostructures obtained from natural and synthetic amphiphiles serve as mimics of biol. membranes and enable the delivery of drugs, proteins, genes, and imaging agents. Yet the precise mol. arrangements demanded by these functions are difficult to achieve. Libraries of amphiphilic Janus dendrimers, prepared by facile coupling of tailored hydrophilic and hydrophobic branched segments, have been screened by cryogenic transmission electron microscopy, revealing a rich palette of morphologies in water, including vesicles, denoted dendrimersomes, cubosomes, disks, tubular vesicles, and helical ribbons. Dendrimersomes marry the stability and mech. strength obtainable from polymersomes with the biol. function of stabilized phospholipid liposomes, plus superior uniformity of size, ease of formation, and chem. functionalization. This modular synthesis strategy provides access to systematic tuning of mol. structure and of self-assembled architecture. 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: 60221-37-6Reference of 60221-37-6).

2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. 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.Reference of 60221-37-6

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem