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有机化学实验室的一个研究模块:含氟染料分子的多步合成

A Research Module for the Organic Chemistry Laboratory: Multistep Synthesis of a Fluorous Dye Molecule.

作者信息

Slade Michael C, Raker Jeffrey R, Kobilka Brandon, Pohl Nicola L B

机构信息

Department of Chemistry, Iowa State University , Ames, Iowa 50010, United States ; Department of Chemistry, University of Evansville , Evansville, Indiana 47722, United States.

Department of Chemistry, Iowa State University , Ames, Iowa 50010, United States ; Department of Chemistry, University of South Florida , Tampa, Florida 33620, United States.

出版信息

J Chem Educ. 2014 Jan 14;91(1):126-130. doi: 10.1021/ed300375v.

DOI:10.1021/ed300375v
PMID:24501431
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3908737/
Abstract

A multi-session research-like module has been developed for use in the undergraduate organic teaching laboratory curriculum. Students are tasked with planning and executing the synthesis of a novel fluorous dye molecule and using it to explore a fluorous affinity chromatography separation technique, which is the first implementation of this technique in a teaching laboratory. Key elements of the project include gradually introducing students to the use of the chemical literature to facilitate their searching, as well as deliberate constraints designed to force them to think critically about reaction design and optimization in organic chemistry. The project also introduces students to some advanced laboratory practices such as Schlenk techniques, degassing of reaction mixtures, affinity chromatography, and microwave-assisted chemistry. This provides students a teaching laboratory experience that closely mirrors authentic synthetic organic chemistry practice in laboratories throughout the world.

摘要

一个类似多环节研究的模块已被开发出来,用于本科有机化学教学实验室课程。学生们的任务是规划并进行一种新型氟代染料分子的合成,并使用它来探索一种氟代亲和色谱分离技术,这是该技术在教学实验室中的首次应用。该项目的关键要素包括逐步引导学生使用化学文献以方便他们进行检索,以及设置刻意的限制条件来促使他们批判性地思考有机化学反应设计和优化。该项目还向学生介绍了一些先进的实验室操作,如施伦克技术、反应混合物的脱气、亲和色谱和微波辅助化学。这为学生提供了一种教学实验室体验,能紧密反映全球实验室中真实的有机合成化学实践。

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本文引用的文献

1
Synthesis and Solid State Structure of Fluorous Probe Molecules for Fluorous Separation Applications.用于氟相分离应用的氟相探针分子的合成与固态结构
Tetrahedron. 2010 Apr 3;66(14):2561-2569. doi: 10.1016/j.tet.2010.02.018.
2
Synthetic applications of fluorous solid-phase extraction (F-SPE).氟相固相萃取(F-SPE)的合成应用。
Tetrahedron. 2006 Dec 18;62(51):11837-11865. doi: 10.1016/j.tet.2006.08.051.
3
Undergraduate research experiences support science career decisions and active learning.本科研究经历有助于做出科学职业决策并促进主动学习。
CBE Life Sci Educ. 2007 Winter;6(4):297-306. doi: 10.1187/cbe.07-06-0039.
4
Survey of Undergraduate Research Experiences (SURE): first findings.本科研究经历调查(SURE):初步结果
Cell Biol Educ. 2004 Winter;3(4):270-7. doi: 10.1187/cbe.04-07-0045.