Orgoreview

When 5-chloro-5-methyl-1-hexanol (1) is heated at moderate temperatures in a neutral polar solvent (such as ethanol, EtOH), two different compounds 2 and 3, each with molecular formula C₇H₁₄O are formed. Draw structures for compounds 2 and 3 and specify the mechanism (S_N1, S_N2, E1, or E2) by which each product is formed.