Bromohydration regioselectivity
With molecule (2), you have two possible cations from addition of Br+; one is tertiary, one is secondary. Tertiary is much more stable so you will get very little product resulting from water reacting the secondary cation = high selectivity observed. 

With molecule (1), Br+ addition gives 2 possible secondary cations; nothing much to choose between them = poor selectivity, ~1:1 mixture observed.