Single songs don't play even though they are synced and work fine on the computer??

I only recently discoverd this problem. Single songs that I synced into my iPod 5th gen just wont play (they used to work before) even though when I check on my iTunes they work fine and even after syncing it again and even reseting my iPod it just wont work. All that happens is that I click the play button on the song the cover art with the timeline pops up for a split second as if it is going to play and then it just goes back to the title menu with the songs name, and nothing plays. This only happens with a few songs that used to work fine but from what I've noticed its only from songs that are pulled out of an album and placed alone (as in I only have one song from an album on my iPod) even though other songs that are singles like that work fine. It's very confusing and I have no idea how to fix it, please help. 

Odds are, the tracks causing the issue are bad. When the ipod tries to play a track that has a problem, it skips to the next track. I realize your track plays in iTunes, but iTunes can play just about anything. Just because something plays in iTunes, does not mean it will play on everything else.
Your best bet is to re-import the bad tracks or re-sample the ones you have. In iTunes you can do this by highlighting the track causing a problem then selecting create AAC or MP3 version... whatever options you get. Then take that new track and sync it and see if that fixes it.
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    <div class="jive-quote">I purchased the music videos directly on itunes, then
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