硝基肉桂酸及其衍生物的波谱特征

SPECTROSCOPIC PROPERTIES OF NITRO CINNAMIC ACIDS AND THEIR DERIVATIVES

本文报导２－硝基肉桂酸、３－硝基肉桂酸、４－硝基肉桂酸及其衍生物酸氯、甲酯、乙酯、酰胺的合成和它们的质谱及红外光谱特征。产物经熔点和ＭＳ与ＩＲ谱分析证实了结构。ＭＳ分析表明，２－硝基肉桂酸及其衍生物均无分子离子峰，而给出ｍ／ｚ１７６的碎片离子峰．这可能是因为硝基邻位效应的影响，使得分子脱去Ｘ（Ｘ＝ＯＨ、Ｃｌ、ＯＭｅ、ＯＥｔ、ＮＨ２）而形成了一个较稳定的分子内七员环结构。ＩＲ谱分析表明，在对硝基肉桂酸和对硝基肉桂酰胺中存在着较强的分子间缔合作用。

In this paper,the synthesis and mass spectral and infrared spectroscopic properties of the following compounds are reported. These compounds are 2-nitro cinnamic .acid, 3-nitro cinnamic acid, 4 -nitro cinnamic and their derivatives,acyl chlorides,methyl esters,ethyl esters and amides. The melting point,MS and IR spectroscopy are employed to identify the products. The MS data show that 2 -nitro cinnamic acid and its derivatives do not give rise to molecule ions, but m/z176 ion instead. The above result should be attributed to an ortho effect of nitro which forms a more stable intramolecular seven-membered ring structure by eliminating X (X=OH,Cl, OMe, OEt, NH2 ) from 2 - nitro cinnamic acid and its derivatives. The IR data show that there are stronger intermolecular hydrogen bond in 4-nitro cinnamic acid and its amide.