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Is there a way for me to transfer music from my iPod to my iTunes? Say, if I accidentally deleted some music on my computer but I have the files on my iPod?

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Here's a good article on that topic: Copying Content from your iPod to your Computer –  Andy White Nov 3 '09 at 2:34
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5 Answers

up vote 4 down vote accepted

If you put your iPod into Disk Mode, you can drag all the files to your music folder on your computer, and then let iTunes sort it out. Just make sure you check "Keep iTunes music folder organized."

I hope this helps.

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And in case you're using Windows, the folder you need is \iPod_Control\Music (it's hidden by default) –  grawity Jul 30 '09 at 9:13
    
This will work for non-iOS iPod devices. For iOS devices (i.e. the iPod Touch), you'll need something like i-FunBox or DiskAid to access the device's file system. In all of the above cases, the filenames will be non-sensical (e.g. OQJE.mp3). Alternatively you can use MediaMonkey to access the file system and automatically rename the files to something meaninful (see mediamonkey.com/support/… ). –  Rusty Monkey Dec 13 '12 at 18:26
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Putting your iPod in Disk mode will work for iPods other than the iPod Touch. For the iPod Touch and iPhone, you'll need to use a tool that is capable of reading the iPod Touch/iPhone database.

One such tool is MediaMonkey -- the free version can handle this. Here are the instructions.

Disclosure: I work on MediaMonkey, but happen to feel that it's the best tool for the job.

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On Windows, you can use iDump to extract songs from the iPod then throw them into iTunes.

This program will allow you transfer your songs from your iPod to a PC, iDump does come wrapped in installer but you can simply drop the .exe in the root directory on your iPod and run it from there.

On OS X there is expod:

expod is a small utility for getting songs off your iPod. iTunes does a fantastic job of copying music onto an iPod, but lacks the ability to go the other way. With expod you can copy any or all of your songs (or videos) off your iPod, using whatever file naming convention you like.

… and podUp, both free as well:

podUp is an application which copies all your music files from your iPod to a folder of your choosing, without having anything to do with iTunes.

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On Windows I use SharePod

On Mac I use expod

And just in case anyone asks, both works with iPhones and iPod Touches (I personally tried up to firmware version 3.1.3)

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For the Mac there's a shareware app called Senuti that probably does exactly the same thing as the free apps, but has nice instructional videos on the web site, and possibly a more Appleish user interface.

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