I have a file that will play in iTunes but not on my iPod. It happens to be an old-time radio download of a Nero Wolfe episode. From iTunes, if it helps:
You can try right-clicking it in iTunes and selecting “Make MP3 Version…” This will cause iTunes to re-encode it (even for files that are already MP3), and the iPod will probably like the new one better.
I have no answer for you, but wanted to say iTunes and iPods do weird things sometimes. I had one song that every time it played on my iPod my iPod would reboot itself at the end. Only that song. Every time. No matter if it was the first song I listened to or the 100th between synching. It played fine in iTunes. It was an aac file.
I got a new computer and a new iPod and it works fine now.
You might try burn it to CD, and then importing the CD, or just converting the song to AIFF. It’s possible that it’s encoded as some really low bit rate that the iPod doesn’t grok.
I put it on iTunes and converted it to AIFF. I then plugged in my iPod to sync, and the file was duly moved to my iPod. WRONG! I actually had to drag it and drop it onto the iPod on iTunes to get it there. I don’t guess this last little twist has anything to do with my original problem, which was indeed solved by the AIFF conversion, thanks beowulff. But while I’ve got this thread going, why would I have to use the drag and drop maneuver? And what’s the difference between AIFF and AAC? And MP3 for that matter?
I’m not sure about the drag and drop - I’d have to see it happen.
As far as the file types:
AIFF is “Raw” music data - an uncompressed stream of 16bit 44.1KHz samples - the same format that Audio CDs use (to be perfectly accurate, AIFF can handle other formats, but no one cares about them).
MP3 is highly compressed, using a lossy psychoacoustic compression scheme. It’s typically 4-10 times smaller than AIFF.
AAC is a more modern compression scheme. It’ preferred by Apple, because it give better sound with the same file size as MP3, and as an added bonus, it supports DRM, so the Apple could lock purchased tracks to specific machines.
MPEG-2 Layer 3 isn’t the typical format for what’s called an mp3 file. Those are normally MPEG-1. However the audio format is, as far as I know, the same or at least backwards compatible, though that may not make much difference to the program trying to play it.
MPEG-2 is normally used as part of a video file, most notably DVD movies. So it’s likely that iTunes/Quicktime is treating it as a movie file with audio only, and not a format that the iPod can read. I’m not certain on that - I have had a similar experience because the ATI All-in-Wonder records FM radio to MPEG-2 files that it labels ‘mp3’, and they aren’t easily readable without fancy tricks or usually a format conversion.
AAC is incidentally MPEG-2 Part 7, though it’s also MPEG-4 Part 3. Also to respond to something beowulff said - as a codec, it doesn’t ‘support’ DRM any more than any other codec (which is to say it doesn’t). The DRM used by Apple simply encrypts the data file (as they used to do for music, and continues to do for movies).
It could be that. I’m reminded of the behavior I had with a 5th-gen iPod. That generation made a distinction between audio podcasts and video podcasts, though both types would show up in the podcasts subfolder under music. Attempting to play a video podcast through that route instead of the videos<video podcasts route eventually gave audio-only playing but it took forever to actually play.