(CH3)3CI+CH3OH;CH3OH+C2H5I
(CH3)3COH+CH3I;CH3OH+C2H5I
(CH3)3CI+CH3OH;CH3I+C2H5OH
CH3I+(CH3)3COH;CH3I+C2H5OH
When mixed ethers are used, the formation of alkyl iodide depends on the nature of alkyl groups. Methyl iodide is formed when one group is methyl and the other a primary or secondary alkyl group. Here reaction follows SN2 mechanism and because of the steric effect of the larger group, I⁻ attacks the smaller (methyl) group.
CH3OC2H5 + HI → CH3I + C2H5OH