Itunes music problems iphone 4?

I have had music through itunes/ripped CDs on my Apple device since the second Gen iPod. Some of the music has been around that long, since I ripped it from my CD collection back in the day and some are brand new purchases off of the itunes store.
I am a fairly savvy Mac user and have done a lot of searching through the forums with no real solutions. I have over 6000 songs, that's 18.7 days of music. More than I can fit on my 32GB iphone 4. That means I have to pick and choose the songs I want to put on it... etc.
There are two main issues.
1. Some albums, including BRAND NEW itunes purchases (Today is July 24, 2013), simply skip through the album. This happens more often than not. I erased my entire library off of the phone and reloaded some albums (because, who wants to go through 6000 songs again) to test it out. Still happens. Shuffle is NOT on. I've reloaded the music several times. I don't want a new iPhone 5. I've also purcahsed digital versions of the ripped CDs I had.
2. A diifferent kind of skipping - After having just loaded some music onto my iphone today, the music skips. Like a scratch on a record or CD. It's an iPhone. Solid state hard drive. no moving parts...
I have transfered between computers quite a few times in the last 12 years. With work/home computers...
So, here are 2 questions:
1. If my files are corrupted, is there a way to clean them up or replace them? 6000+ songs? I don't have 18.7 days to go through each song to see if they each work...
2. How can I tell if the file is corrupted? I have the disposition to listen to each song and take notes, but I don't want to...
I'm really frustrated for 2 reasons - I have lost all of the sorting/playlists I had done in my 12 year old library and I want to listen to my music uninterrupted.
This should just work.
Thank you

So I was looking at another discussion about not being able to get into the App Store and tried this:
Settings>Privacy>Location Services>System Services (swipe to the bottom of the page to find this)>Location Based iAds>Off.
Was able to get iTunes to open up and show music/movies, etc... Went back in and put Location Based iAds back on and still able to get into iTunes. Not sure if this was the probelm or if iTunes was done (for whatever reason) over the weekend.

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Hey guys,
I'm going to try my best to clarify everything so please bare with me.
Windows 7 (64-bit)
iTunes (11.3)
iPhone 5 64GB (iOS 7.1.2)
- All are up to date as of now
- There is enough storage for my 4,462 songs I want to add
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I restarted my computer and opened iTunes again and connected my phone again. I plugged in my phone and tried syncing all of the music instead and it did basically the same thing and then said there wasn't enough room to transfer items.
I didn't understand because when I clicked on my iPhone device it didn't show any music. But then I looked at the storage bar and it showed that music was taking up about 30GB (about the amount of music that I wanted to transfer originally) on my iPhone.
So now I'm trying to delete the music off of my iPhone but it doesn't show the songs on it in iTunes.
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     1. Many people said they've tried that and many other things but nothing worked
     2. I don't want to have to bother with that whole process and am worried about losing something(s) in the backup process.
If anyone has any suggestions, I'd much appreciate it them.

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niceguyrichy wrote:
{quote:title=wjosten wrote:}
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"Products may be downloaded only once and cannot be replaced if lost for any reason. Once a Product is downloaded, it is your responsibility not to lose, destroy, or damage it, and iTunes shall not be liable to you if you do so."
http://www.apple.com/legal/itunes/uk/terms.html#SERVICE
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<Personal Information Edited By Host>

Not a great idea to put your phone number in a public forum for the world to see. I've asked the moderator to edit it.
What happens when you try to make a purchase? Have you tried to contact iTunes support? You can do that here. http://www.apple.com/emea/support/itunes/contact.html
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Itunes music problems iphone 4?

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