Lets say I go back in time with a wallet full of say 150 dollars worth of bills. How far can I be sent back before I reach a point where I'm unlikely to be able to use my money because it looks too different from the current currency to be acceptable? What are the odds that I'll have some 'old' bills that are still in circulation which I could use even if some of my newer bills wouldn't be accepted?

Lets say I go back in time with a wallet full of, say, 150 dollars worth of bills. How far can I be sent back before I reach a point where I'm unlikely to be able to use my money because it looks too different from the current currency to be acceptable? What are the odds that I'll have some 'old' bills that are still in circulation which I could use even if some of my newer bills wouldn't be accepted?