ITunes won't transfer music from library to phone. HELP!

My computer recently crashed so I had to get a new computer. My new computer has Windows 8.1 and the latest version of iTunes. When I try to manually move music from my iTunes library to my phone, it won't allow me to do so. It just will not allow me to transfer ANY mp3 songs to my phone. I did not have this problem on my old computer which had Windows Vista. I have a iPhone 4S with the latest update iOS 7.0.2. I'm not sure what the issue is, but I would love to find a solution. Is anyone else having this problem? Can you help me out?
Thanks in advance,
Kelly

See Recover your iTunes library from your iPod or iOS device.
tt2

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This problem happened to me before.
Fortunately, with some help from others, I could transfer my music from iTunes to my iPod. Here's how:
First make sure your iPod it connected to iTunes.
On the top right corner you will see a button labeled ipod.
Click on it, and go to summary.
Scroll to the bottom, and you will see an area labeled Options.
Check the box for "Manually manage music and videos"
On the bottom right hand corner, click "Apply".
Now you can transfer your music to your iPod with no problem!
Hope that helps!

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Honestly, I've never used iTunes Match.
Keep in mind that iTunes Match is only for music, any other media content would not be affected.
Also, pictures synced to the device from a computer will not be moved over unless the new device is restored from a backup on that computer.
Personaly, unless the current iPhone was damaged or otherwise acting as if on it's last leg, I'd wait. There may be better options in 3 months.

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Unfortunately, what you have described is normal with iTunes and iOS devices when changing Macs or (and as you discovered) hard drives. I think you get around this problem though if you rebuild your Mac from a Time Machine backup.
Question: how much of your music is ripped from CDs or downloaded or purchased from iTunes?
I would imagine you are going to have to erase your phone, but there are 2 possible options as I would see it:
Copy the music from an old Time Machine backup. Even if Time Machine is based on your old system, as long as it’s not encrypted, an Administrator account should still be able to access the TM folder (perhaps with some tweaks to folder permissions).
Get hold of a dedicated piece of software for copying music off your iPhone. Google will present you a few options, although be careful: music on your phone is not stored in a filename friendly way, so you will no way of easily identifying the song or getting iTunes to recognise it either. You probably want software that builds filenames and copies the metadata with it, although these aren’t generally free.
Don’t forget that any purchased songs you can re-download off iTunes.

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See Recover your iTunes library from your iPod or iOS device.
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How can i transfer music from my old phone to itunes

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See Recover your iTunes library from your iPod or iOS device.
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ONE WARNING:
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See Recover your iTunes library from your iPod or iOS device.
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Hey
Does it charge when connected, if not you may have broken it..
You can always try an apple Genius at an Apple Store,
Jason

ITunes won't transfer music from library to phone. HELP!

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