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what happens if a ether with a 2° alkyl group and a 1° alkyl group is cleaved with a halogen acid? To this question I have drawn a scheme below. The given ether is $\ce{2^0}$ group to the left and methyl to right. Acid cleavage with a halogenic acid involves an initial protonation of ether. In an $\ce{S_N^2}$ reaction of this ether, nucleophile $\ce{I^-}$ ...


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In each of these cases, the ether will generally be cleaved to produce 2 alkyl halides. Acidic clevage can occur via Sn2 or Sn1 depending on the nature of the substrate. A bulky group, such as tert-butyl, will undergo an Sn1 mechanism in which the protonated ether group leaves before the nucleophile attacks. The same process is generally consistant with ...


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