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iPod Nano, ITunes and apple Mac

Please help! I have an IPod Nano 5th generation and use ITunes on an old Windows laptop. However the laptop is getting really slow so my very thoughtful sister bought me an Apple MacBook Air 13” MacOS 14.5 in the hope I could use iTunes on it instead and it’d be quicker. However, iTunes doesn’t work on this new Mac and now I’m stuck!! I purchased a couple of tracks from the ITunes Store on my Mac and tried to sync them onto my iPod but first it asked if I wanted to sync my iPod with my library but in doing so it wiped EVERYTHING off my iPod bar the two songs I’d just bought. I then had to crank up my ancient Windows laptop again and re sync my entire library back onto my iPod. So now I’m back to square one with a beautiful Apple Mac which is near enough useless to me as I can’t add music to my iPod off it. A lot of my iPod is made up of cds I’ve ripped onto my laptop, not songs I’ve bought from ITunes Store although I do have over 100 purchased songs. What the **** is going on please guys?!

Posted on Nov 22, 2024 1:35 AM

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3 replies

Nov 23, 2024 5:23 AM in response to LauraW81

You copy the music from the storage location on your computer, not from the phone.


On Windows, the music will probably be in the Music / iTunes / iTunes Media folder, and then in sub-folders named after the artists and album. You can use iTunes to tell you where a file is located and that will help you find the remainder. Right-click a song (in your library, not by looking on the phone from iTunes) and select Show In Windows Explorer from the pop-up context menu:


  • Single artist albums:


and that shows:



  • and for compilation (various artists) albums:


which opens:





Copy the music from the folders in Windows to an external drive, then connect that drive into your Mac and copy the files to the Mac. After that, I'm not familiar enough with how the MacOS works.

Nov 22, 2024 8:34 AM in response to the fiend

Thanks for your help with this, how do I copy the music from my old laptop? I’ve tried clicking on the list of songs on my iPod when it’s plugged into my Mac and it wont highlight the songs to be able to do anything with them, like add them to anywhere on my Mac. I’m not good with this tech stuff, I can just about do iTunes and now they’ve changed it lol 😂

iPod Nano, ITunes and apple Mac

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