Certain songs won't transfer to iPod

Ok, this is bugging the crap outta me.
A few days ago, my iPod Classic kinda went on the fritz. For some reason, the sound became all distorted. So I tried restoring it. That didn't fix the problem. In fact, it made things worse, because after I restored it, it wouldn't update properly. Certain songs wouldn't go, and a message would pop up that said "Attempting to copy to the disk failed. The disk could not be read from or written to." I assumed there was something wrong with my iPod, because there had already been something wrong with it. Which there was, and now it's like dead completely.
Anyway, that's not the extremely troubling part, because I had to get that iPod fixed anyway.
The really troubling part is that my dad gave me his old 4GB iPod Nano (3rd generation) to use because he just bought a new iPod Classic. So I try to put my music on this one, and guess what... same thing happens. I erase and restore it, and when I try to put my music on it, there's certain songs that won't go, and that message pops up. No matter how many times I try to put it on, it's just those certain songs that won't go. And I cannot find ANY connection between the songs that lets me know what the problem is. The files are connected just fine, the songs seem completely random... I can't find any common thing between them... bitrate, encoding, length... nothing. And there's nothing distinguishing most of them from the songs that transfer just fine. They're all MP3s. They all play just fine in iTunes, but won't transfer to the iPod.
I'm getting the feeling there's some kind of bug with iTunes 8, because that's the only thing I can think of that changed recently that might be causing this.
Anybody have any answers? I'm desperate.

I've been having the same problem recently- after we downloaded Itunes 8, around the same time we got the new Leopard software, most songs won't sync to my Ipod 3rd gen. And, of course, most of those songs are my favorites.
Have you gotten the answer to this??

Similar Messages

  • Song Won't Transfer to Ipod

    HI,
    I was using my Ipod just fine with ALL of my songs on it when it froze. I couldn't even reset my Ipod. I let the battery die out. That reset it. However since then I haven't been able to transfer any songs to my ipod. I restored the ipod and made sure I had the most up to date software on my ipod, and itunes.
    Here is what's happening when I dock it. My Ipod is recongized my computer, and itunes. I look to see it if my ipod is being updated with the songs and I can see the songs being transfered to my ipod. I come back after a few hours and Itunes says the "UPDATE IS COMPLETE". However, my Ipod still says "DO NOT DISCONNECT." If I try to eject the Ipod via the Itunes software, Itunes will freeze. If I try to stop it by using the "Safely remove hardware" icon in my tray then the computer tells me that it is updating and should not be disconnected. Even after over night is still tells me the same thing. Once I get it disconnect, either by stopping all the Ipod services or physically disconnecting it, the only thing that is updated is my playlists, but there ane NO SONGS on my Ipod. I have repeated this a couple of times and the results are the same.
    What should I do?

    Instead of dragging them from your library to your
    iPod, try dragging them from your Podcasts list to
    your iPod. Make sure that your podcasts aren't grayed
    out. If they are, you will have to click Get in the
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    downloaded.
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  • In Disk Mode and songs won't transfer from IPod to ITunes

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    These links will give you several methods of recovering whatever songs remain on your iPod; some free, some third-party software, some more comprehensive for restoring Playlists, Ratings, Play Counts, etc. Read them and their associated links before deciding on a strategy that works for you. There are many various third-party software programs that will offer a more robust process, or an easier GUI. Do a Google search for them if the links below leave you wanting…
    Don King Resurrected: Deleted files from hard drive (free user steps – music recovery only)
    MacMuse: Computer Crashed (free user steps – music recovery only)
    Copying music from iPod to computer (a primer on various methods and software)
    Copying Songs from Your iPod to a Mac or PC (resource for 3rd party software)
    iPodRip Software
    PodUtil Software
    YamiPod Software (Mac & Windows)
    PodPlus Software (Windows)
    TuneJack Software (Windows)
    Senuti (Mac OS X v10.3 or higher Recovery Utility)
    XPlay (Windows software For Music Recovery &/or Cross-Platform Functionality)
    XPlay Photo Browser (For recovering Photos)
    Extremely Simple Method: (just to recover the song files – may not work on a Mac)
    1 - Open iTunes
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    2a --- Select ‘Copy files to iTunes Music folder when adding to library’: checked
    2b --- Select ‘Keep iTunes Music folder organized’: checked
    2c --- Click OK to store changes
    3 - Attach your iPod to the PC and hold down the ‘Shift+Ctrl’ keys until the iPod is fully recognized (this will defeat the auto-sync process)
    4 - If you get a dialog box to link the Library, decline this option
    5 - Within iTunes: Edit=>Preferences=>’iPod’ tab: switch iPod to manual transfer – click ‘OK’
    6 – Eject iPod
    7 – Close iTunes, then reopen iTunes and attach the iPod (it’s in manual sync now)
    8 – File=>Add Folder
    9 - Browse to and open ‘My Computer’ (click on the ‘+’) and select the iPod
    10 - Click OK
    -- The music files should start to transfer back into iTunes with its correct information
    –-- This will take some time depending on your PC’s speed and the amount of songs on the iPod
    No Playlists, or Ratings, Last Played, & Play Count attributes will be transferred from the iPod to iTunes using this method.
    If you have problems with seeing the iPod within 'My Computer', try again switching your update method to 'manual', detach the iPod, then reconnect the iPod to the PC.
    After recovering your Library, strongly consider developing a thorough backup strategy for just this type of situation (and many other potential disasters).
    You need at least two full sets of your music, not including what is on the iPod:
    -- One full set on the PC within iTunes (on internal HD or ExHD)
    -- One full set on an separate external backup medium (CD/DVD/ExHD/other)
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    Music files on just the iPod and only one other medium is not considered having any backup.
    If you cannot store your complete music files on the computer’s internal HD, then create and maintain at least two external sets (any multiple combinations of ExHDs, DVDs, CDs).
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    Here is a post on developing a thorough backup strategy:
    http://discussions.apple.com/message.jspa?messageID=1583994#1583994

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    Welcome to Apple Discussions
    You might want to look at Knowledge Base Document #93867 on Some Songs in iTunes Won't Copy to iPod.
    Jon

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