期刊
JOURNAL OF CHEMICAL EDUCATION
卷 90, 期 11, 页码 1514-1517出版社
AMER CHEMICAL SOC
DOI: 10.1021/ed300893u
关键词
Second-Year Undergraduate; Upper-Division Undergraduate; Laboratory Instruction; Organic Chemistry; Catalysis; Green Chemistry; Micelles; Microscale Lab; Solutions/Solvents; Aqueous Solution Chemistry
资金
- National Science Foundation [CHE 0948479]
- National Institutes of Health [GM 86485]
- Harvey Mudd College Department of Chemistry
- Claremont McKenna College
- Scripps College
- Pitzer College
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0948479] Funding Source: National Science Foundation
The two laboratory reactions focus on teaching several concepts associated with green chemistry. Each uses a commercial, nontoxic, and biodegradable surfactant, TPGS-750-M, to promote organic reactions within the lipophilic cores of nanoscale micelles in water. These experiments are based on work by K. Barry Sharp less (an azide-alkyne click reaction) and Robert Grubbs (an olefin cross-metathesis reaction); both are suitable for an undergraduate organic laboratory. The copper-catalyzed azide-alkyne [3 + 2] cycloaddition of benzyl azide and 4-tolylacetylene is very rapid: the triazole product is readily isolated by filtration and is characterized by thin-layer chromatography and melting point analysis. The ruthenium-catalyzed olefin cross-metathesis reaction of benzyl acrylate with 1-hexene is readily monitored by thin-layer chromatography and gas chromatography. The metathesis experiment comparatively evaluates the efficacy of a TPGS-750-M/water medium relative to a traditional reaction performed in dichloromethane (a common solvent used for olefin metathesis).
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据