It depends on the context; if you offered me 1 penny or 2 pennies, I really wouldn't care. (even though it's a 100% difference)
Since 5 dollars is a denomination of US bills I think it has a significant psychological weight to considering it's value (for anyone familiar with US currency). You think of $5 and you know what it is,what it's worth to you, what you'd spend it on.
This might be a hold over from handling cash, where that $5 spent on a service might be competing with your lunch or bus ticket. I suppose dealing increasingly with debit/credit cards in place of small cash transactions where it's "just $5 in your entire bank account" will likely lessen this effect.