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The Hydrolysis Equilibrium Effect of Water with Cu(II) Catalysts Used for the Selective Synthesis of Xylitol Monoacetals as Bio‐Based Surfactants
Author(s) -
Tang Qiong,
Li Xu,
Dong Jinxiang
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201902449
Subject(s) - chemistry , xylitol , catalysis , decanal , hydrolysis , octanal , pulmonary surfactant , salt (chemistry) , organic chemistry , nuclear chemistry , inorganic chemistry , hexanal , biochemistry , fermentation
Xylitol obtained from the biomass was converted into selective products via acetalization with long‐chain aldehydes in the presence of water. The results demonstrate that CuSO 4 may be a promising catalyst for the synthesis of monoacetals from n ‐octanal. Upon adding the corresponding sodium salt to inhibit the hydrolysis reaction, CuSO 4 was less efficient at promoting the reaction when compared to other soluble copper salts (CuCl 2 , Cu(NO 3 ) 2 and Cu(OTf) 2 ) because of its low Lewis acid activity in water. According to the results obtained under different pH conditions, the CuSO 4 catalyst was able to selectively prepare the monoacetal because the initial reaction rate was controlled using gradual hydrolysis. Two other monoacetals obtained from n ‐hexanal and n ‐decanal were also synthesized. In addition, the surfactant properties of all the as‐prepared monoacetals were evaluated.