Cover image for Autoxidation of Ethers to Peroxides and Hydroperoxides
Autoxidation of Ethers to Peroxides and Hydroperoxides
Title:
Autoxidation of Ethers to Peroxides and Hydroperoxides
Author:
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Publication Information:
Cambridge, MA MyJoVE Corp 2016
Physical Description:
online resource (143 seconds)
Series:
Core Organic Chemistry
General Note:
Title from resource description page
Abstract:
Ethers represent a class of chemical compounds that become more dangerous with prolonged storage because they tend to form explosive peroxides when standing in the air. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly oxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. Hence, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly to prevent such explosions. Autoxidation of ethers proceeds by a free-radical chain reaction consisting of a series of steps-initiation, propagation, and termination in repetitive cycles. Each of these steps forms intermediate products called chain carriers that regenerate in each step. Such a reaction will continue as long as the chain carriers persist. Hydroperoxides and peroxides can be detected by shaking ether samples with an acidified aqueous 10% solution of potassium iodide, thereby liberating iodine which gives the yellow color to the solution.
Reading Level:
For undergraduate, graduate, and professional students
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Electronic Access:
https://www.jove.com/t/11763
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