Trouble with Itunes and songs

Generally speaking, people will clean up their iPod with iTunes to erase the old songs and add new songs. iPod users have two ways to delete music from iPod with iTunes, and they can be helpful when iPod users want to get rid of the unwanted songs. iTunes provides automatic and manual methods to help iPod users manage the songs in their devices. When you are using the automatic way to manage iPod music, every time you connect iPod to computer with USB cable, your iPod will sync with iTunes Music library. If you have your iTunes Music library organized, you can delete unwanted music from iPod with this easy method. If you want to manually edit your iPod music, you can check Prevent iPods, iPhones and iPads from syncing automatically in iTunes by clicking Edit > Preferences > Devices. Then you can manually sync the songs and playlists to your iPod with iTunes.

http://www.leawo.org/tutorial/how-to-delete-music-from-ipod.html

Hi David,
There are two ways to delete music from your iPod. The first is to delete songs in your iTunes library and have iTunes sync your library to your iPod automatically when you plug your iPod into the computer.
The second is to manually delete music by resetting the options to a manual setting and deleting music directly from your iPod without affecting the songs in your iTunes library. Follow these steps to delete music from your iPod.

How to Delete Music from iPod in Batch

There are two ways to delete music from your iPod. The first is to delete songs in your iTunes library and have iTunes sync your library to your iPod automatically when you plug your iPod into the computer. The second is to manually delete music by resetting the options to a manual setting and deleting music directly from your iPod without affecting the songs in your iTunes library. Follow these steps to delete music from your iPod. Open up iTunes by double clicking on the "iTunes" icon. Go to "Library" on the far left side of the screen. Click "Music" from this list, which will bring up all your music on the main part of the screen. Choose a song you would like to delete from the list and right click on it. Click "Delete" from the drop-down menu that appears to delete your song. Go to the bottom of the left column on the screen to "Playlists." Click on one of your playlists to bring up the list of songs in the list. From there you can delete a song on the list. Connect your iPod to your computer. The iTunes program will automatically sync your iPod to whatever you have changed in your iTunes library as long as it is set to the default settings. Manually Delete Music Connect your iPod to your computer. Open up iTunes. Choose the third option in the "Options" menu called "Manually manage music" by checking the box next to it. It will ask you if you are sure you want to manually manage music on your iPod. Click "OK." Go to "Devices" on the far left column on your screen. You will see your iPod's name directly underneath that with an arrow pointing to the right. Click on the arrow, which will cause it to rotate until it is pointing downward and a drop-down menu will appear with all your songs listed. Click on a category or playlist, which will bring up all the songs in the list in the main section of the screen. Choose on a song listed that you would like to delete and right click on it, then click "Delete" from the drop-down menu that appears to delete your song.

Simply go into iTunes, highlight the playlist you want to delete, right click-->delete, then sync your iPhone with the computer.

Connect your phone to your computer.

iTunes should open automatically, if it doesn't start iTunes.

iTunes will recognize your phone and sync.

On the left side of the iTunes windows, click and highlight your phone

Next, click on the "music" tab and choose the option for downloading song (sync entire music library, sync selected songs, etc).

Click the 'sync' button on the lower right to sync the songs to your phone.

After syncing, click the small arrow next to your phone's name to eject your phone...it is now safe to unplug your phone from your computer.

If you want to delete music from iPhone, you can take fully advantage of iTunes. After you purchased songs in iTunes Store on iPhone, your iTunes will also save the purchase history, so you don't have to worry about losing the purchased music files. When you connect iPhone to computer with USB cable, iTunes will launch automatically and recognize your iPhone. You can create a new playlist which contains only the music you need, and then sync it to your iPhone. By doing this, you can remove the unwanted music from iPhone.

1. Click the iPhone icon at the upper left corner.
2. Choose Music in the left sidebar.
3. Check Sync Music choose Selected playlists, artists, albums and genres.
4. Select the playlist which only contains the songs you need. Then click Sync.

http://www.leawo.org/tutorial/how-to-delete-multiple-songs-from-iphone.html

to delete music from your ipod you must delete it from itunes
connect the usb cord that connects your ipod and computer. open your itunes go to your music files right click to the song(s) you want to delete once you completed this steps SYNC your ipod. uplug your ipod this should help

If you didn't have the songs on the iPad before you updated but you purchased it, there is a
feature enabled by default that shows all music. to turn it off go to settings/music/show all
music-off. Otherwise, to delete music, swipe from right to left over what you want to delete.

How to Delete Songs from iPhone
iPhone Data Eraser Clean up Data Safeguard for Ultimate Privacy...

You need to create a playlist for the iPhone. This isn't intuitive and I don't know why it's this way. It works great, there just isn't anything explaining what to do. This seems to snag Windows users the most. Maybe Mac users are already used to doing things this way? I don't know.

Below is a picture of my iTunes. Look down in the lower-left corner and see that my playlist is highlighted. At the very bottom-left corner you can click the plus sign to create a new playlist. Then drag all of the music you want to the playlist. Finally, in the music tab of your iPhone, make sure you click the playlist you just made to sync all music on that list to your phone.

This will do the trick.

you should be able to go into itunes and delete the songs, then sync your iphone again. If that doesn't help then I would go into the apple store and see why not. you can also just call apple for support for free if you are an at&t subscriber good luck