Isobutyl ethyl ether

Mixed aliphatic ethers containing methyl or ethyl radicals can be synthesized from the corresponding alkyl sulfate and magnesium alcoholates, e.g., methyl n-butyl, methyl cyclohexyl, and methyl isoamyl ethers (70-78%). A higher yield of ethyl isobutyl ether is obtained by substituting sodium for magnesium (70% vs. 30%). ... 

C6H140 ethyl isobutyl ether 627-02-1 164.11 8.961 2 9130 C6H14S2 dipropyl disulfide 629-19-6 187.68 13.810 1... 

For preparation of ethyl isobutyl ether,724 sodium (9 g) is dissolved in pure isobutyl alcohol, and the excess of alcohol is distilled off in a stream of hydrogen at 180°. The residual sodium isobutoxide is rapidly powdered and then heated in a closed tube at 75° with ethyl iodide (60 g) until all the iodide has reacted (about 7 days). Isobutene escapes when the tube is opened. The ethyl isobutyl ether formed is distilled from the tube, washed with water, dried, and finally distilled over sodium (b.p. 79-80°). The yield is good. 

Wagner, Bull. aoc. chim., 1884, 42, 330. Ethyl isobutyl Ether... 

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