Some songs won't sync from iTunes to iPhone

Ok, so I have had the 4S for some time now, and I am really beginning to be frustrated with the fact I can't sync all of my music. It's almost as if anything I purchased prior to getting the 4s (had 3GS prior) will not transfer over. I have tried syncing all music, removing everything, restoring, and nothing works. iTunes allows me to play the music, and it syncs fine with my iPod with no issues. No matter what I try about 200 of the 500 songs I am trying to sync are actually on my iPohone, yet all of them are on the iPod just fine. I have plenty of room on the iPhone, and I receive no errors (even reset warnings just in case it was something I previously shut off) when trying to sync to indicate they won't be there. In fact the "Capacity" bar shows the space it should take up, then after I sync and go back the space is cut in half.
No one has been able to help, can anyone please help! The songs its deciding not to include are some of my favorite...to the point I bought two of them a second time

If these earlier songs were purchased with a different Apple ID, you might try on your phone going to Settings>Store>Apple ID, tap the ID shown, sign out, then sign back in using this earlier ID. Do the same with iTunes on your computer (signing into the iTunes store with this earlier ID). For good measure, restart your computer and your phone, then try syncing the music to see if it will transfer now. If it does, you can to back and reset your Apple IDs the way they were before.

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thanks.

Thank you very much, that worked. I learned something as I never tryied to right click on my phone in Itunes before.
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Hello, Please help as I tunes havent got back to me yet!!
A couple of months ago, I lost all of my music/itunes etc as my computer needed a complete restore. When it re-installed itunes there was no songs on it at all and would only let me transfer the purchases made on my iphone from itunes back onto my library. The problem I have is that I want to upgrade my phone to the iphone4 but dont want to lose all of the songs on my iphone, some are downloaded from the itunes, most are from CD's that I still own but there are some great songs that I have put on from borrowed CD's or another download company i.e. hmv music downloads and those are the songs it will not let me transfer into the library on my computer so when I get the new phone, I could just sync and they will all be there.
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Some songs won't sync from iTunes to iPhone

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