The synthesis of two long-chain N-hydroxy amino coumarin compounds and their applications in the analysis of aldehydes. Issue 32 (4th April 2017)

• Record Type: Journal Article
• Authors: Guan, Zhaobing; Ding, Manman; Sun, Yao; Yu, Sisi; Zhang, Ao; Xia, Shuguang; Hu, Xiaosong; Lin, Yawei
• Is Part Of: RSC advances. Volume 7:Issue 32(2017)
• Page Start: 19707
• Page End: 19716
• Publication Date: 2017-04-04
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c7ra02177a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Two long-chain N -substituted coumaryl hydroxylamines were synthesized, which can serve as excellent probes for the analysis of various aldehydes. Abstract : Herein, two N -substituted coumaryl hydroxylamines (compounds1a and1b ) with long aliphatic chains were prepared in 8 steps with a novel synthetic protocol. They served as derivatization agents for aldehydes by the formation of nitrones under mild conditions, which can be readily analysed by LC-MS with good chromatographic performance, excellent fluorescent response, and high ionization strength. We successfully used compounds1a and1b in the analysis of furfuraldehydes in raisins, based on the derivatization reactions of standard furfural (F ), 5-methylfurfural (5-MF ) and 5-(hydroxymethyl)furfural (5-HMF ) samples. It proved that they are excellent agents for the analysis of aldehydes in foodstuffs. The derivatization reaction between compound1a and hexanal suggested that the applications of our designed derivatization agents can be further extended to the analysis of aliphatic aldehydes. This study demonstrated that the designed N -substituted coumaryl hydroxylamines are excellent probes for the analysis of various aldehydes which are important in multiple research areas.