Synthesis of 1,1-Diphenylethylene (DPE): The Marriage of a Grignard Reaction and a Column Chromatography Experiment

被引：7

作者：

Alty, Lisa T. ^{[1
]}

France, Marcia B. ^{[1
]}

Alty, Isaac G. ^{[1
,2
]}

Saber, Christine A. ^{[1
,3
]}

Smith, Donna M. ^{[1
]}

机构：

[1] Washington & Lee Univ, Dept Chem & Biochem, Lexington, VA 24450 USA

[2] Coll William & Mary, Dept Chem, Williamsburg, VA 23187 USA

[3] Gannon Univ, Dept Chem, Erie, PA 16541 USA

来源：

JOURNAL OF CHEMICAL EDUCATION | 2016年 / 93卷 / 01期

关键词：

Second-Year Undergraduate; Laboratory Instruction; Organic Chemistry; Hands-On Learning/Manipulatives; Grignard Reagents; Elimination Reactions; Thin Layer Chromatography; Chromatography; THIN-LAYER-CHROMATOGRAPHY; SEPARATION; PIGMENTS; BROMINE;

D O I：

10.1021/acs.jchemed.5b00212

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of 1,1-diphenylethylene (DPE) via a Grignard reaction, followed by an acid-catalyzed dehydration reaction, yields a mixture of compounds. DPE is a high boiling liquid that cannot be purified using simple distillation. However, it is easily separated from the more polar starting material and intermediate alcohol using both thin layer and column chromatography. Second-semester organic chemistry laboratory students learn the techniques of running reactions under anhydrous conditions and of column chromatography. In addition, the experiment demonstrates clearly the relationship between thin layer and column chromatography.

引用

页码：206 / 209

页数：4

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