IPod Nano 6th generation is missing songs

Hi,
I synced my iPod Nano 6th gen to iTunes, and for some reason it either completely misses almost all of my songs, or it thinks that it's playing them because it is totally quiet for the length of the song. I don't know why as all of my songs work on my iPod Touch 4th generation,iTunes and my Windows 8.1 Phone.
On the iPod, it only plays about 8 songs in my 96 song playlist, and when it reaches a string of songs it can't play, it just looks like I keep pressing the "next" button. The album artwork for all of the songs comes up, but almost none play that actual song itself. Also, if I go specifically into "Artists" and choose a song, it does the same thing where it just skips through songs until it can find one it can play. The screen between songs switches so fast that I never have time to read the title of the song fully.
Does anyone know the solution to this?
Thanks

I have been driven nuts by this problem, and I finally cracked it today after reading through the forgoing and tearing my hair out.  Look at page 29 of the user manual, at the screen shots at the top.  Ignore the left one, just get your nano to show the middle screen.  No shuffle icons, none of the stuff you want, huh? Wrong! The one on the right of the page, the one you want, is there, out to the right!
So if you scroll the visible screen left, you get the third screen, the one that is on the right side of the page.  That's the one that has that shuffle control.  Mission accomplished, almost!  Just tap the shuffle icon.
This is a fault on the part of the manual writers, who clearly had to know the nano backwards, but who, as a result, didn't spoon-feed us enough. All it took was "Oh, by the way, if you want the second screen. you need to scroll across to it!"
Maybe they say it somewhere, but we all know that users don't read the manual, and when they do, they don't do it in a logical and sequential way.  Ah well, five weeks after a doofus shop assistant in Singapore messed it up, I have things going again.  Thanks to those who did the hard work and left the clues!  Me, I just flailed about irrationally until I got lucky

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