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Without 3rd party software, you'd have to transfer it computer to computer - iTunes to iTunes - not iPad to iPad... & bear in mind that it may not be legal to do so in your country. From EveryMac - Four trustworthy programs are TouchCopy and iExplorer, which are available for both Mac and Windows; PhoneView, which is available just for Mac; and ...


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The other option is remove the hard disk and use a cheap USB adapter to read the old disk. I am not sure about a 2008 model, but more recent (2010) models use a SATA drive. I have done this to recover data from many dead Macs.


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One way to recover files from a "broken disk" without buying software, is to use the Target Disk mode. You will need a second mac to do that, to which you would transfer the files.


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Check out the Automator Space on MyAppleSpace http://www.myapplespace.com/pages/view/14664/automator-script-library


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AFAIK you can't use the adaptor/cable for this. Alternatively you can email the photos to an account configured on the iPad or install Dropbox on both devices and use this for syncing photos.



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