Warning: Your Nano plays .mp3s, NOT MP3s!

What may be semantics to you and I may be a software glitch on the part of Micr, I mean, Apple. I had been having a problem with a new Nano; it would play some songs just fine, but would restart when trying to play others. So of course I did the 5Rs, which did nothing. I checked all the songs in iTunes, in which they all played fine. But still, the problem persisted. So I decided to do things my way, reformatting in using Windows, restoring the Nano, using Winamp to load my songs in the Nano. Now all along, the majority of these songs were ripped on my PC at 320k CBR, and I also noticed that every single song that caused a restart on the Nano played PERFECTLY on my older Mini. This caused me to look deeper at the individual files, and what I found made me stop and shake my head in wonder...
Music files that end in .mp3 play fine. Files that end in .MP3 (all caps) do NOT play on the Nano. I discovered this after I changed the Windows Explorer settings to show extensions for known file types, as opposed to the default hidden view. And after I changed the affected files and loaded them onto the Nano, they played without any problem.
Quite frankly, I'm surprised and disappointed in Apple for this one. To me, an mp3 is an mp3; its a standard format and it shouldn't matter if the extension is in all acaps or not. Imagine if the song title was in all caps and it didn't play then! If it takes an extra line of code to make sure every file "Plays for sure," then take the time to do it.
Anyway, everyone, check your .mp3 files extensions and make sure they're all in lower caps and not upper; not even the 5Rs will fix this problem.

I tried your solution, and it didn't work for me. All
my trouble songs have the correct .mp3 file
extension. These songs will start playing on my iPod
Nano, and about 7-10 seconds into it, they pause, and
then go straight to the next song. You can fast
forward in the song past the pause point, and the
rest of the song will play fine on the Nano. These
songs play normally on iTunes, and it's totally
random on which songs are affected. It can be one
song that was ripped from a CD, and the rest of the
songs that were ripped will play just fine. Looking
for any other solutions.
OK, solution from Cool_Family--"With my iPod nano, instead of using mp3s, i use iTunes to convert them to ACC, and all of them work perfectly. Try that"-- it worked just fine, just make sure that you link your iTunes playlist to the new AAC song, and not the old song.

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