新型潜香类化合物N-(2,3-吡嗪二甲酰基)-丙氨酸甲酯热裂解气相色谱-质谱分析  

Pyrolysis Analysis on New Latent Fragrant N-(2,3-Pyrazinediformyl)-Alanine Methyl Ester by Gas Chromatography-Mass Spectrometry

作　　者：来苗 包晓容[1] 姬小明[1] 赵铭钦[1] 

机构地区：[1]河南农业大学烟草学院,河南郑州450002

出　　处：《分析测试学报》2014年第8期887-892,共6页Journal of Instrumental Analysis

基　　金：河南省科技厅重点科技攻关项目(132102210042)

摘　　要：采用在线热裂解-气相色谱-质谱联用技术(Py-GC-MS)分析了潜香吡嗪类化合物N-(2,3-吡嗪二甲酰基)-丙氨酸甲酯的热裂解行为。首先通过对2,3-吡嗪二羧酸酰胺化反应合成了新型目标化合物N-(2,3-吡嗪二甲酰基)-丙氨酸甲酯,其结构经X射线单晶衍射(XRD),1H NMR,13C NMR,IR和HR-MS证实,然后在空气氛围中,对目标化合物分别在300,600,900℃下进行热裂解,并通过GC-MS对其挥发性热裂解产物进行定性和半定量分析。结果表明:1裂解形成了包括具有香味特征的吡嗪类、大茴香醇和大茴香醛在内的裂解产物共48种。不同温度下挥发性热裂解产物的类型和相对含量不同,300℃和600℃时相对含量最高的均为乙酸,而900℃时相对含量最高的为吡嗪,且与300℃和600℃裂解条件相比所形成的吡嗪类衍生物种类较多,相对含量较高。2在具有香味特征的裂解产物中,大茴香醇的相对含量随温度升高而升高,而大茴香醛和苯甲醛的相对含量则呈现随着温度升高而降低的趋势。基于目标化合物的热裂解产物的定性及定量变化情况,初步探讨了该物质可能的裂解机理。The pyrolysis behavior of latent fragrant compound N-（2,3-pyrazinediformyl）-alanine methyl ester was investigated by on-line pyrolysis-gas chromatography-mass spectrometry （Py-GC-MS）.Firstly,the new compound N-（2,3-pyrazinediformyl）-alanine methyl ester was synthesized by amidation using 2,3-pyrazinedicarboxylic acid as material,and its structure was confirmed by X-ray single crystal diffractometry （XRD）,1 H NMR,13 C NMR,IR and HR-MS.In air atmosphere,the compound was pyrolyzed at 300,600 and 900 ℃,respectively.The pyrolysis products were directly introduced into GC-MS to analyse qualitatively and semi-quantitatively.The results indicated that 48 pyrolysis products were detected,including the flavorous substances such as pyrazines,4-methoxy-benzenemethanol and 4-methoxy-benzaldehyde.The pyrolysis temperature affected the pyrolysis pattern and the relative content of the products.The relative content of acetic acid was the highest at 300 ℃ and 600 ℃,and that of pyrazine was the highest at 900 ℃.Compared with that of the pyrolysis at 300 and 600 ℃,the generated pyrazine derivatives sort and the relative content of pyrazine were the highest when pyrolyzing at 900 ℃.On the other hand,in the pyrolysis products with aroma characteristics,the relative contents of 4-methoxy-benzenemethanol increased monotonically with increase of pyrolysis temperature,while the relative content of 4-methoxy-benzaldehyde and benzaldehyde showed a decreasing tendency with a rise of temperature.The possible pyrolysis mechanism of N-（2,3-pyrazinediformyl）-alanine methyl ester was preliminarily discussed based on the determined pyrolysates and quantitative changes with the temperature.It is a simple and rapid way to use Py-GC-MS technology in the separation and identification of pyrolysis products.

关 键 词：热裂解-气相色谱-质谱 潜香化合物 N-(2 3-吡嗪二甲酰基)-丙氨酸甲酯 热裂解行为 

分 类 号：O657.71[理学—分析化学] O626[理学—化学]