Oxidation Numbers, Oxidants, and Redox Reactions: Variants of the Electrophilic Bromination of Alkenes and Variants of the Application of Oxone

被引：18

作者：

Eissen, Marco ^{[1
]}

Strudthoff, Merle ^{[1
]}

Backhaus, Solveig ^{[1
]}

Eismann, Carolin ^{[1
]}

Oetken, Gesa ^{[1
]}

Kaling, Soren ^{[2
]}

Lenoir, Dieter ^{[3
]}

机构：

[1] Gymnasium Ganderkesee, D-27777 Ganderkesee, Germany

[2] Max Planck Gymnasium Delmenhorst, D-27749 Delmenhorst, Germany

[3] Helmholtz Zentrum Munchen, Inst Okol Chem, D-85758 Neuherberg, Germany

来源：

JOURNAL OF CHEMICAL EDUCATION | 2011年 / 88卷 / 03期

关键词：

First-Year Undergraduate/General; Second-Year Undergraduate; Organic Chemistry; Analogies/Transfer; Addition Reactions; Alkenes; Oxidation/Reduction; Stoichiometry; Synthesis; CERIUM(IV) AMMONIUM-NITRATE; HYPERVALENT IODINE OXIDATION; GREEN CHEMISTRY METRICS; C-H BOND; ENVIRONMENTALLY BENIGN OXIDANT; POTASSIUM HYDROGEN PERSULFATE; GENERATED IN-SITU; ORGANIC-CHEMISTRY; SODIUM PERBORATE; 4-IODOPHENOXYACETIC ACID;

D O I：

10.1021/ed101055j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Oxidation-state and donor-acceptor concepts are important areas in the chemical education. Student worksheets containing problems that emphasize oxidation numbers, redox reactions of organic compounds, and stoichiometric reaction equations are presented. All of the examples are incorporated under one unifying topic: the production of vicinal dibromides. Recent synthetic approaches use redox systems to generate bromine in situ to minimize hazards associated with molecular bromine. They illustrate how a range of oxidants can be applied to brominate the alkenes. The oxidant Oxone, also called Caroat or Curox, is examined. In addition to the solutions, the worksheets contain supporting information to help the students solve the problems. Thus, students are able to work independently with the material.

引用

页码：284 / 291

页数：8

共 170 条

[1] An alternative method for the regio- and stereoselective bromination of alkenes, alkynes, toluene derivatives and ketones using a bromide/bromate couple [J].