I think the c/c in hand 1 is pretty bad because you give him a chance to just check down his weaker hands and bet when he has you beat. The 1/2psb is pretty much never a bluff... so if you were ever going to fold there I think this would be the bet to fold to.
if you don't think you're getting called with worse by a 1/3psb on the river, then why do you bet the turn? - I think the turn bet is correct, but your assumption is not.

Your decisions should always be "What gets me the most money" Not "I hate to blah..."
In this case, if you cannot induce a bluff (he only flat calls 3% of his hands! - how many draws could he have?) and you thought a turn bet made sense, and you're going to c/c a value bet then it's always better to bet.
I think his range is pretty much 22-TT preflop. If you're positive enough that he won't continue past the turn without a set then you probably shouldn't bet. But I think you're wrong.