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Dialkyl ethers react with very few reagents other acids. The only reactive sites that molecules of a dialkyl ether has to another reactive substance are the C H bonds of the alkyl groups and the O group of the ether linkage. Heating dialkyl ethers with very strong acids. (HI, HBr, and H_(2)SO_(4)) causes them to undergo reactions in which the carbon-oxygen bond breaks. When mixed ethers are used, the alcohol and alkyl iodide that form depend on the nature of the alkyl groups. Mechanism is by S_(N)^(2) reaction or S_(N)^(1). |
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