Observation of the intermediates of in-source aldolization reactions in electrospray ionization mass spectrometry analysis of heteroaromatic aldehydes

被引:4
作者
Zhang, Xiaoping [1 ,2 ]
Jiang, Kezhi [2 ]
Bai, Xingfeng [2 ]
Lv, Huiqing [3 ]
Li, Zuguang [1 ]
Lee, Maw-Rong [4 ]
机构
[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Zhejiang, Peoples R China
[2] Hangzhou Normal Univ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou 311121, Zhejiang, Peoples R China
[3] Zhejiang Chinese Med Univ, Coll Pharmaceut Sci, Hangzhou 310053, Zhejiang, Peoples R China
[4] Natl Chung Hsing Univ, Dept Chem, Taichung 40227, Taiwan
基金
美国国家科学基金会;
关键词
M+33](+) ion; M+47](+) ion; in-source aldolization reaction; 2-(1,2,4-triazole-1-yl)-6-methyl-3-quinolinecarboxaldehyde; ESI-MS; PROTON-TRANSPORT CATALYSIS; LIQUID-PHASE STRUCTURES; GAS-PHASE; IONS; METHANOL; DERIVATIVES; COMPLEXES; CATIONS;
D O I
10.1255/ejms.1307
中图分类号
O64 [物理化学(理论化学)、化学物理学]; O56 [分子物理学、原子物理学];
学科分类号
070203 ; 070304 ; 081704 ; 1406 ;
摘要
Electrospray ionization mass spectrometry (ESI-MS) analyses of 2-(1,2,4-triazole-1-yl)-6-methyl-3-quinolinecarboxaldehyde were carried out by using an ion trap mass spectrometer in a positive-ion mode. Interestingly, several unusual [M + 15](+), [M + 33](+) and [M+ 47](+) ions were observed with a high abundance in the ESI-MS spectrum when methanol was used as the ESI solvent. However, only the protonated molecule was obtained with acetonitrile as the ESI solvent. These unusual ions have been proposed as the intermediates of an aldolization reaction occurring in the ESI source, which have been validated by a tandem mass spectrometry experiment, high-performance liquid chromatography/mass spectrometry analysis and theoretical calculations. A full understanding of this reaction can contribute to the avoidance of analysis errors in the ESI-MS analysis of unknown heteroaromatic aldehydes.
引用
收藏
页码:51 / 57
页数:7
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