SYNTHETIC APPLICATION OF MICELLAR CATALYSIS. WILLIAMSON'S SYNTHESIS OF ETHERS
A simple, rapid and efficient procedure for the preparation of di-alkyl, simple phenyl-alkyl and hindered phenyl-alkyl ethers has been developed.Based on the principle of micellar catalysis the method involves alkylation of the alkoxide or the phenoxide ion with an alkyl chloride at 80 deg C in the presence of cationic micelles.For the preparation of phenyl-alkyl ethers normal micelles were used, while for the di-alkyl ethers reverse micelles were more effective.By increasing the ionic strength of the solution the rate of formation of phenyl-alkyl ethers could be increased.
Jursic, Branko
p. 6677 - 6680
(2007/10/02)
Autoxidation of Allyl Ether Compounds. Part II. Reactivity of Alkyl Allyl Ethers
The effect of the structure of alkyl allyl ethers on their autoxidation behaviour was investigated by measuring oxygen consumption rates in cobalt catalysed liquid phase oxidations at 30 deg C.The oxidation rates were found to vary considerably depending on the structure of the alkyl group.The rate determining step is intramolecular.The structural effects on the oxidation rates were interpreted as differences in the isomerization rates of peroxy radicals via intramolecular hydrogen transfers.The ease of the hydrogen abstractions were found to decrease in the order of β>γ>α depending on the position of the hydrogen in the alkyl group relative to the etheral oxygen.The contribution of a hydrogen to the autoxidation rate was also found to depend on the nature of the broken C-H bond, decreasing in the order of tert>sec>prim.
Toivonen, Hannu
p. 63 - 66
(2007/10/02)
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