My iPhone won't sync to iTunes 12 ''A duplicate file was specified''

Good Morning, Muzzy54 -

The article below explains why you may get this specific error message. Follow the instructions below to disable any third-party plug-ins by opening iTunes in Safe Mode:

iTunes: Troubleshooting issues with third-party iTunes plug-ins - Apple Support
http://support.apple.com/en-us/HT203395

Symptoms

Add-ons, such as plug-ins and scripts, not manufactured by Apple (third-party) add features to iTunes or modify its appearance and behavior. Using these can interfere with how you use iTunes. For example, if you upgrade to a newer version of iTunes, your add-ons may not be compatible.

You see this alert while syncing: "... cannot be synced. A duplicate file name was specified."

If you see the above symptoms or other unusual behavior, you can disable any third-party plug-ins by opening iTunes in Safe Mode:

• OS X: Hold down Option-Command.
• Windows: Hold down Shift-Control while opening iTunes.

You should see this message before iTunes starts up: "iTunes is running in Safe Mode. Visual plug-ins you have installed have been temporarily disabled."

Note: This is different than Safe Boot or Safe Mode for Mac OS X. You may need to test both at the same time to isolate all third-party interference.

Click Continue and see if any issues persist. If your issues are resolved with iTunes running in Safe Mode, check the following:

1. Consult the vendor of any plug-ins you installed to see if they're compatible with your version of iTunes and check for any updates that may be available.
2. Close iTunes and move third-party add-ons to the Desktop to troubleshoot the behavior. iTunes stores these plug-ins and scripts in these locations:
   
   • Mac: /Users/username/Library/iTunes/iTunes Plug-ins/
     /Library/iTunes/iTunes Plug-ins/
   • Windows Vista, Windows 7, and Windows 8: C:\Users\username\App Data\Roaming\Apple Computer\iTunes\iTunes Plug-ins\
     C:\Program Files\iTunes\Plug-ins
   • Windows XP: C:\Documents and Settings\username\Application Data\Apple Computer\iTunes\iTunes Plug-ins\
     C:\Program Files\iTunes\Plug-ins

   Note: These folders may be invisible in Windows. Either type the path name directly in the Address field or modify Windows Explorer so it can see invisible directories.

   In Windows 8, follow these steps:

   1. Click File Explorer.
   2. Click the View tab.
   3. Select “Hidden items.”

   In Windows Vista and Windows 7, follow these steps:

   1. Choose Start > Control Panel and click Folder Options. (If you're in Classic View, click Folder Options.)
   2. Click the View tab.
   3. In the Advanced settings area for "Hidden files and folders," select "Show hidden files and folders."
   4. Click Apply and click OK.

   In Windows XP, follow these steps:

   1. Choose Start > My Computer.
   2. Choose Tools > Folder Options.
   3. Click the View tab.
   4. In the Advanced settings area for "Hidden files and folders," select "Show hidden files and folders."
   5. Click Apply, then click OK.

Learn more about troubleshooting unexpected quits, freezes, or launch issues:

• Troubleshooting unexpected quits, freezes, or launch issues in iTunes for Windows XP
• Troubleshooting unexpected quits, freezes, or launch issues in iTunes for Windows Vista or Windows 7

Regards,

- Judy