Why do songs get deleted from my iphone when i sync it to my itunes library?

Everytime i sync my iphone (5) to my itunes library, all the songs i had just recently bought on my iphone get deleted and if i try to re-purchase it on itunes it just says "purchased." Somtimes i will even try to re-purchase it from my laptop and even though the purchased song it in my library, it doesn't transfer to my iphone.

It's how you have Itunes set up. Go get SYNCIOS and use that for putting stuff on and off any Ipod, Iphone etc. Much easier to use much more user friendly. Makes Itunes look what it is a complicated bit of software designed for Geeks.

  • Why won't my iphone 4 sync with my itunes library? For some reason it does not work. I tried automatically syncing it and manually, but I can only get the songs if it is in a playlist. I want to be able to see all of the songs by artist though and the new songs are not under there. Also, some of the artists have spelling errors which I fixed on my itunes library, but which won't come up in my iphone. Really annoying. It used to be I just plugged in my ipod and everything synced with the itunes library.
  • Why is it that sometimes i sync my iphone some songs get deleted for no reason? Sometimes when i sync my iphone (especially when i sync a lot of songs) other songs just seem to disappear from my iphone and i have to re-add them to my library to get them back on my iphone. Why does it keep doing this?
  • Why does iTunes need internet access to sync music CDs onto my library? I noticed my internet went out and while syncing music cd's I noticed it didn't show the track names without internet out of curiosity I'm wondering why it needs access to syncing cd's onto my iTunes?
  • Songs in itunes won't sync to ipod but will sync to iphone? So i have over a 1000 songs in my itunes library and they will all sync to my iphone no problem. But when i try to sync to my ipad (which has enough memory available) it will not.