I used an online voice changer (https://voicechanger.io/) as a system to modify the song Here It Goes Again by OK Go. As the song was fed through, it was interesting to see which sounds/instruments kept their integrity the longest. Bass and middle notes seemed to fade out first, and the vocals were distinguishable almost until the very end. There were quite a few artifacts in the later editions, but I think that was part of using low tech digital equipment.
The process of uploading the song file and applying the filter was repeated only eight times until the song was completely unrecognizable.
Listen here: https://drive.google.com/file/d/0B0PpTvWRSoHFc1M2T0tXbjc4MVU/view?usp=sharing