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用Diels-Alder反应合成顺-4-环己烯-1,2-二羧酸及产品纯度分析——小综合实验推荐
Preparation and Analysis of cis-Cyclohex-4-ene-1,2-dicarboxylic Acid via Diels-Alder Reaction: a Proposed Advanced Chemistry Experiment
【摘要】 推荐了一个适合在化学及非化学专业开设的涉及有机合成、化学分析等操作的小综合实验。采用环丁烯砜加热分解释放出的丁二烯与顺丁烯二酸酐进行Diels-Alder反应来制备六元环化合物顺-4-环己烯-1,2-二酸酐,再经水解得到顺-4-环己烯-1,2-二羧酸。采用酸碱滴定法分析产品纯度,测定产物熔点,并通过红外光谱、核磁共振谱进行化合物结构表征。
【Abstract】 An advanced chemistry experiment involving organic synthesis and chemical analysis is proposed. This experiment is suitable for both chemistry major and non-chemistry major students. ciscyclohex-4-ene-1,2-dicarboxylic acid can be prepared by Diels-Alder reaction with 1,3-butadiene generated readily in situ by means of chelotropic extrusion of sulfur dioxide from 2,5-dihydrothiophene-1,1-dioxide.The Diels-Alder adduct formed in this instance is readily hydrolysed to the dicarboxylic acid by heating with water. The purity of product is analyzed using acid-base titration, and the structure of product is characterized by M.P., IR and1 H NMR.
【Key words】 Diels-Alder reaction; cis-Cyclohex-4-ene-1,2-dicarboxylic acid; Synthesis; Purity analysis;
- 【文献出处】 大学化学 ,University Chemistry , 编辑部邮箱 ,2016年08期
- 【分类号】O624.5-4;G642
- 【下载频次】178