caa a22 4500 445327987 CHVBK 20180317142727.0 cr unu---uuuuu 170323e20111201xx s 000 0 eng 10.1007/s10953-011-9773-4 doi (NATIONALLICENCE)springer-10.1007/s10953-011-9773-4 Solvation Properties of Aliphatic Alcohol-Water and Fluorinated Alcohol-Water Solutions for Amide Molecules Studied by IR and NMR Techniques [Elektronische Daten] [Toshiyuki Takamuku, Marie Tobiishi, Hikaru Saito] Solvation properties of aliphatic alcohol-water and fluorinated alcohol-water solutions were probed by amide molecules as solutes using infrared (IR) and 1H and 13CNMR techniques. These include four alcohols: ethanol (EtOH), 2-propanol (2-PrOH), 2,2,2-trifluoroethanol (TFE), and 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) and three amides: N-methylformamide (NMF), N-methylacetamide (NMA) and N-methylpropionamide (NMP). The hydrogen bonds of the amide carbonyl oxygen with water are gradually weakened as the alcohol content increases. This decreases in the order of HFIP > TFE ≈ 2-PrOH > EtOH. In TFE- and HFIP-water solutions, the hydrogen bond between the amide amino hydrogen and water is also gradually broken with increasing x A. This trend is more notable in the order of NMP > NMA > NMF. The hydrophobic moieties of the amide methyl and ethyl groups are solvated by the fluoroalkyl groups of fluorinated alcohols due to the hydrophobic interaction among them. Thus, the steric hindrance generated by the solvated alkyl group of amides promotes the breaking of the hydrogen bonds between amide and water. Springer Science+Business Media, LLC, 2011 Solvation nationallicence Alcohol-water nationallicence Amide nationallicence Hydrophobic interaction nationallicence IRspectroscopy nationallicence NMR chemical shift nationallicence Takamuku Toshiyuki Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjo-machi, 840-8502, Saga, Japan aut Tobiishi Marie Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjo-machi, 840-8502, Saga, Japan aut Saito Hikaru Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjo-machi, 840-8502, Saga, Japan aut Journal of Solution Chemistry Springer US; http://www.springer-ny.com 40/12(2011-12-01), 2046-2056 0095-9782 40:12<2046 2011 40 10953 https://doi.org/10.1007/s10953-011-9773-4 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10953-011-9773-4 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Takamuku Toshiyuki Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjo-machi, 840-8502, Saga, Japan aut NATIONALLICENCE 700 1- Tobiishi Marie Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjo-machi, 840-8502, Saga, Japan aut NATIONALLICENCE 700 1- Saito Hikaru Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjo-machi, 840-8502, Saga, Japan aut NATIONALLICENCE 773 0- Journal of Solution Chemistry Springer US; http://www.springer-ny.com 40/12(2011-12-01), 2046-2056 0095-9782 40:12<2046 2011 40 10953 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer