Login-Verarbeitung ...

Trial ends in Request Full Access Tell Your Colleague About Jove

11.6: Autoxidation of Ethers to Peroxides and Hydroperoxides

JoVE Core
Organic Chemistry

Ein Abonnement für JoVE ist erforderlich, um diesen Inhalt ansehen zu können. Melden Sie sich an oder starten Sie Ihre kostenlose Testversion.

Autoxidation of Ethers to Peroxides and Hydroperoxides

11.6: Autoxidation of Ethers to Peroxides and Hydroperoxides

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.


Autoxidation Ethers Peroxides Hydroperoxides Explosive Storage Air Oxidation Oxygen Dialkyl Peroxides Concentrated Heated Explosions Tightly Sealed Containers Free-radical Chain Reaction Initiation Propagation Termination Repetitive Cycles Chain Carriers Detection Shaking Ether Samples Acidified Aqueous Solution Potassium Iodide Iodine

Get cutting-edge science videos from JoVE sent straight to your inbox every month.

Waiting X
Simple Hit Counter