1,2-二苯基-1-丙醇的合成及表征——由Grignard反应合成醇教学实验的改进  

Synthesis and Characterization of 1,2-Diphenyl-1-propanol:Improvement of Teaching Experiment of Synthesis of Alcohols by Grignard Reaction

作　　者：陈红 林欣瑛 封飞艳 邵周强 施梅 CHEN Hong;LIN Xin-ying;FENG Fei-yan;SHAO Zhou-qiang;SHI Mei(School of Environmental Science,Nanjing Xiaozhuang University,Nanjing 211171,China)

机构地区：[1]南京晓庄学院环境科学学院,江苏南京211171

出　　处：《南京晓庄学院学报》2021年第6期16-20,共5页Journal of Nanjing Xiaozhuang University

基　　金：南京晓庄学院教育教学研究与改革项目(南晓院教字〔2020〕5号,南晓院教字〔2021〕21号).

摘　　要：对现行有机化学实验教材中由Grignard反应合成醇的实验进行了改进,引入非对映选择性、Cram规则等立体化学知识.以2-苯基丙醛与苯基溴化镁加成,得到非等量的两对对映体的混合产物,并依据核磁氢谱确定了其相对含量.该实验所用试剂价廉易得,仪器设备简单,反应易于操作,结果直观明显,实验效果好,值得本科教学推广.This paper describes an improved experiment on the synthesis of alcohols by Grignard reaction in the current organic chemistry experimental textbooks,in which the stereochemistry knowledge such as Cram rule and diastereoselectivity was introduced and applied.The mixed product of two pairs of enantiomers was obtained by the addition reaction of 2-phenylpropanal and phenylmagnesium bromide,and the relative content of the two pairs of enantiomers was determined according to ^(1)H NMR.The reagents used in this experiment are cheap and easy to obtain,the equipment is simple,the reaction is easy to operate,and the results are intuitive and obvious.The experiment is worth promoting in undergraduate teaching.

关 键 词：Grignard反应 Cram规则 非对映选择性 核磁氢谱 

分 类 号：O621.25[理学—有机化学]