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

Abstract

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.

Catalyst-free approach for solvent-dependent selective oxidation of organic sulfides with oxone

“…Furthermore, the byproducts associated with oxone are generally recognized as safe. Currently, oxone has found many applications 26 in oxidation of amines, 27 alcohols, 28 aldehydes 29 and ketones, 30 epoxidation reactions of the alkenes, 31 Baeyer-Villiger reaction 32 and C-H bond oxidation processes 33 due to good stability and high efficiency. In particular, oxone can also be applied to sulfoxidation reactions to form the sulfoxide as major product in aqueous acetone or methanol.…”

Aromatic substitution in ball mills: formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX

“…Herein we describe a solvent-free method for halogenation of aromatic compounds in a mixer ball mill using KHSO 5 (oxone) ‡ and NaX (X = Cl, Br) as the reagents. Oxone is a common oxidizing agent with a large scope of application 30 and has already applied as oxidant in ball mills. 13,31,32 Several milling auxiliaries were assessed allowing the comminution of liquid reagents, which normally would distort the energy transfer to the mill charge.…”

Ultrasound-Assisted Oxidative Desulfurization/Denitrification of Liquid Fuels with Solid Oxidants

“…Oxone ® has found many applications thanks to its high stability and oxidation power, 36 and can also be applied to sulfoxidation reactions, generally in aqueous solutions of acetone or methanol. Oxone ® is completely insoluble in toluene and magnetic stirring under conventional heating only weakly activated the "peroxidation" reaction.…”