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Simple Epoxide Formation for the Organic Laboratory Using Oxone
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Abstract
We present an epoxide formation experiment for a second-semester organic chemistry laboratory. This oxidation utilizes Oxone, a commercially available oxidizing agent, in the industrially relevant process of epoxide formation. The oxidant performing the oxidation is dimethyldioxirane, which is formed in situ. This experiment demonstrates a simple synthesis of an epoxide and formation of a secondary oxidizing agent.
Keywords (Audience):
Second-Year UndergraduateKeywords (Domain):
Organic ChemistryKeywords (Subject):
Oxidation / ReductionCiting Articles
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This article has been cited by 5 ACS Journal articles (5 most recent appear below).

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Nucleophilic Ring-Opening of Epoxide and Aziridine Acetates for the Stereodivergent Synthesis of β-Hydroxy and β-Amino γ-Lactams
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Kendrew K. W. Mak , Y. M. Lai and Yuk-Hong SiuJournal of Chemical Education2006 83 (7), 1058This article describes a discovery-oriented experiment for demonstrating the selectivity of two epoxidation reactions. Peroxy acids and alkaline H2O2 are two commonly used reagents for alkene epoxidation. The former react preferentially with electron-rich ...
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History
- Received: August 03, 2009
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