Abstract
The synthesis of substituted 1,4-benzoquinones, a biologically important class of compounds, was developed using μ-oxodi(phenyliodanyl) diacetate, a (diacetoxyiodo)benzene-based oxidizing reagent, in order to introduce second-year undergraduate organic laboratory students in their second semester or advanced organic students to increasingly popular and environmentally friendly hypervalent iodine chemistry. This experiment develops on concepts found in the undergraduate organic chemistry curriculum; conveniently fits into approximately two 3 h lab modules; and utilizes regularly found equipment and inexpensive, commercially available chemicals.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 2622-2627 |
| Number of pages | 6 |
| Journal | Journal of Chemical Education |
| Volume | 96 |
| Issue number | 11 |
| DOIs | |
| State | Published - Nov 12 2019 |
Bibliographical note
Funding Information:This research was supported by a Robert A. Welch Foundation Chemistry Department Research Grant (AW-0013) and the Louis Stokes Association Minority Program, funded by National Science Foundation grant number HRD-1202008, UTPB sub award no. 226100841L. We are grateful to Milka Montes and Kyle Beran from the University of Texas Permian Basin for help with the manuscript.
Publisher Copyright:
Copyright © 2019 American Chemical Society and Division of Chemical Education, Inc.
Keywords
- Green Chemistry
- Hands-On Learning/Manipulatives
- Laboratory Instruction
- Medicinal Chemistry
- Organic Chemistry
- Oxidation/Reduction
- Second-Year Undergraduate
- Spectroscopy
- Synthesis
- Upper-Division Undergraduate