Nitro derivatives of N-alkylbenzoaza-15-crown-5: synthesis, structures, and complexation with metal and ammonium cations was written by Dmitrieva, S. N.;Churakova, M. V.;Kurchavov, N. A.;Vedernikov, A. I.;Kuz’mina, L. G.;Freidzon, A. Ya.;Bagatur’yants, A. A.;Strelenko, Yu. A.;Howard, J. A. K.;Gromov, S. P.. And the article was included in Russian Chemical Bulletin in 2010.Application In Synthesis of 1,4,7,10-Tetraoxa-13-azacyclopentadecane This article mentions the following:
A number of N-alkylnitrobenzoaza-15-crown-5 with the macrocycle N atom conjugated with the benzene ring were obtained. The structural and complexing properties of these compounds were compared with those of model nitrobenzo- and N-(4-nitrophenyl)aza-15-crown-5 using X-ray diffraction, 1H NMR spectroscopy, and DFT calculations The macrocyclic N atom of benzoazacrown ethers are characterized by a considerable contribution of the sp3-hybridized state and a pronounced pyramidal geometry; the crownlike conformation of the macrocycle is preorganized for cation binding, which facilitates complexation. The stability constants of the complexes of crown ethers with the NH4+, EtNH3+, Na+, K+, Ca2+, and Ba2+ ions were determined by 1H NMR titration in MeCN-d3. The most stable complexes were obtained with alk.-earth metal cations, which is due to the higher charge d. at these cations. The characteristics of the complexing ability of N-alkylnitrobenzoaza-15-crown-5 toward alk. earth metal cations are comparable with analogous characteristics of nitrobenzo-15-crown-5 and are much better than those of N-(4-nitrophenyl)aza-15-crown-5. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Application In Synthesis of 1,4,7,10-Tetraoxa-13-azacyclopentadecane).
1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) 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.Application In Synthesis of 1,4,7,10-Tetraoxa-13-azacyclopentadecane
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem