Key terms: reset 1,2-alkyl1,2-hydridee1e2 substitution a less stable carbocation can rearrange to a more stable carbocation by shift of a hydrogen atom or an alkyl group. these rearrangements are called and shifts, respectively. alcohols and ethers are both common products of . dehydration of secondary and tertiary alcohols occurs via an mechanism, while dehydration of primary alcohols follows an mechanism. the functional group known as contain a hydroxyl group (oh group) bonded to an sp³ hybridized carbon atom. alcohols undergo dehydration in the presence of strong acids, such as sulfuric acid (h2so4) or p-tolumenesulfonic acid (tsoh), to afford .