IPod nano won't sync; dreaded "duplicate file" message

Suddenly, my old but heretofore functioning iPod Nano won't sync radio podcasts. Gets the "duplicate file" message. I have tried resetting multiple times; reinstalled iTunes, changed the port, checked for plug-ins (no iToner) etc. Ran diagnostic; it fails the device sync test, saying no iPod touch found.
I have seen some other complaints about this.
Is there a solution? I have done most of the troubleshooting steps but did not restore iPod to virginity (hoping to avoid reloading songs onto it).
Thanks in advance for any help.

If you've read the Technical Specification you will find that the nano can only use Firewire for charging, not for syncing:
http://www.apple.com/ipodnano/specs.html
"Charging via USB or FireWire to computer system or power adapter (sold separately)"
So you can rule that out.
Have you tried the 5 R's?
http://www.apple.com/support/

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I downloaded the latest version of itunes and now my ipod nano won't sync. The sync process appears to be locked up on the 2nd song and will not continue to sync. I unchecked the 2nd song so a different song would be 2nd, no benefit; reset my ipod nano;

I downloaded the latest version of itunes and now my ipod nano won't sync. The sync process appears to lock up on the 2nd song and will not continue to sync. I let it run all night the first time and it never went past the 2nd song. I unchecked the 2nd song so a different song would be 2nd, no benefit; reset my ipod nano; shut down laptop and restarted a different time; shorted the number of songs to sync; all without benefit.

When you connect your ipod up to the computer. It should show the device, usually with the name of the device, in my case 'jordan's ipod'. This should be on the row which shows 'songs', 'albums' e.t.c on the far right. There when you click on it it should go to a different screen showing a picture of your ipod along with two buttons - Update and Restore. Click update and it should take a 2 mins while your ipod is updated to the latest version of Ios.
After updating te ipod see if there is a change in results.
PS: make sure the device is active while syncing so keep tapping the screen.
Sorry for any incorrect info, i have an ipod touch, but i've had experience with an ipod

Ipod nano won't sync podcasts from iTunes after I "Restored" the ipod.

iPod nano won't sync podcasts from iTunes after I "Restored" the iPod.

If you've read the Technical Specification you will find that the nano can only use Firewire for charging, not for syncing:
http://www.apple.com/ipodnano/specs.html
"Charging via USB or FireWire to computer system or power adapter (sold separately)"
So you can rule that out.
Have you tried the 5 R's?
http://www.apple.com/support/

How to solve my error is The iPod "VASANTS" connot be synce.A duplicate file name was specified."

Dear sir/madam,
Pls check my device error when connecting to windows.
The iPod "VASANTS" connot be synce.A duplicate file name was specified.

My ipod connecting via itune after show this error
The iPod "VASANTS" connot be synce.A duplicate file name was specified.

IPod nano won't sync in new laptop

Hello everyone,
my 6th generation 8GB iPod Nano won't sync in a new Windows 8 (not upgraded to 8.1) laptop. iTunes recognizes it and is able to enable disk use but will not sync the music. The computer also recognizes it. It just won't sync, when I press the sync button it seems as if it is going to sync but it stops after a few seconds without synching or changing anything. I already uninstalled and installed iTunes and restarted the laptop and the problem is still there. Also I wonder why iTunes doesn't say that the iPod is synched with another library and if I want to sinc it with the new one since the music my iPod currently has comes from an old laptop that doesn't work anymore so that's why I have my music now in this new computer, but it won't sync and it's frustrating. Any advice? Thank you.

Type "ipod not recognized in itunes" into the search bar at the top of this page by "Support"

Ipod Nano won't sync to my itunes:(. Help!

For some reason my ipod nano won't sync with itunes.
However my ibook does reconize it when I use my usb cord.
Do I need to purchase a firewire for it to sync with itune?.
HELP:)

If you've read the Technical Specification you will find that the nano can only use Firewire for charging, not for syncing:
http://www.apple.com/ipodnano/specs.html
"Charging via USB or FireWire to computer system or power adapter (sold separately)"
So you can rule that out.
Have you tried the 5 R's?
http://www.apple.com/support/

2nd Gen iPod Nano won't sync

My stepson's 2nd Gen iPod just won't sync. It behaves normally in iTunes and doesn't cause any problems or symptoms with the computer. Made a playlist and selected it to only sync to that playlist, shows that everything is fine, click sync- nothing happens. I went through every step on the website's troubleshooting pages- reset the iPod, restarted the computer, tried it on different USB ports, and reinstalled the latest version of iTunes. I tried to restore it and it went through the download process untill the end when a window popped up saying "error downloading software". I'm at a loss and feel bad for him because this was a Christmas present from a family member and now it won't work : / Any more experienced users have any ideas? I called tech support and they said they couldn't help me unless I paid the $29.99 fee because this iPod is too old for a warranty >: /

You get this problem when the option 'Sync Music - Selected playlists' is being used to sync your iPod. If the playlist selected is deleted from iTunes the iPod no longer has a location to sync from and you get an error. (Syncing selected playlists by the way is a useful setting to use when the iPod is smaller than the iTunes library). However you can make a new one or make use of an existing one.
Open iTunes and create a playlist to update your iPod from, call it -My iPod for example (the dash will position it at the top of the playlists in Sources). You can make it a smart playlist that picks the songs for you or just a normal one and drag whatever content you want to have into the playlist. If you are making a smart playlist limit it to just less than the size of your iPod (for example 3700MB for a 4G iPod Nano. Now connect your iPod and when it appears in the Source list click on the iPod icon to bring up the preference tabs in the main pane. Go to the Music tab and choose Sync Music and the Selected playlists radio button. Choose the playlist you just made from the selection and click Apply. You can also sync from any existing playlists by choosing the same setting, you just need to make sure that the size of the playlists don't exceed the capacity of your iPod:
lost libraryHow to create a Smart Playlist with iTunes
Syncing Music to iPod
To make a random playlist go to File>New Smart Playlist.
Uncheck "Match the following rule"
Check "Limit to" put "3700" in the number box, choose "MB" from the first list box, choose "Random" from the next list box. Check "Live Updating"
When you want to change the selection in the smart playlist just delete everything in it and it will add a new selection. When you want to change the normal playlist just delete out what you don't want and drag in a new selection.

6th Gen iPod Nano won't sync to Powerbook G4 1.5 Ghz PowerPC iTunes 9.2

My iPod classic bit the dust so I bought a new iPod Nano 6th Gen. My Powerbook G4 1.5 Ghz PowerPC can only run iTunes 9.2. From what I can tell this new iPod Nano won't work with my Powerbook, which is hard to believe since my old school iPod from the early 2000s worked great until I dropped it and it split in half.
My iPhone 3Gs syncs fine so it is incredibly annoying and disturbing that a new iPod Nano 6th gen. won't sync.
If in order to get this iPod Nano to work with my current system I'm required to upgrade my iTunes from 9.2 to 10 then I need to upgrade my OS from OS 10.4.11 to OS 10.5 which requires that I upgrade computer by purchasing an entirely new laptop then I might just have to revert to my old school Sony DiscMan.
My iPod Classic 2nd gen. worked great until it broke and my iPhone Gs syncs great, so I can't believe that this new iPod Nano 6th gen. won't work without a simple fix.
Come Apple, don't fail me now.

Your problem is completely different from the original post. The OP could not run the correct version of iTunes on their older computer. You're much more likely to get the help you need by starting your own thread with a properly descriptive subject line.
If you need instructions on how to start a new thread, see this link:
http://discussions.apple.com/ann.jspa?annID=650
Best of luck.

IPod Nano won't sync after iTunes update to 11

My 5th Generation iPod Nano will not sync to iTunes 11. I am running iTunes 11.0.1, on an one year old iMac running on an Intel Core i5, running MacOS X 10.8.2 with 4 GB of memory. Now that we got that out of the way-- I use this iPod daily. Once I updated to iTunes 11, synching has been sporatic. Once I plug the iPod in, iTunes opens like it should, however the iPod never appears in the iTunes window, only in the Finder. I have done the following:
ejected the iPod from the Finder window and then unplugged it, and reattached the iPod.
Quit iTunes and restarted, reStarted the iPod by toggling the power switch and holding the Menu/Select buttons until it restarted.
Rebooted my computer
Restored the iPod nano
Results are the same. Sometimes it will sync, after an extended period of time, without reason. Once I eject and need to reconnect the device, I am unable to get it to sync. Sometimes I have ended up with a spinning beachball and have force quit iTunes and sent a report and a description, but Apple doesn't seem to have come up with an update yet.
I can tell you this-- I have not seen an iPod that would be a suitable replacement for this one-- I love not having to look at the screen to operate it's simple controls, and it is the perfect size.
I can also tell yo uthis-- The new suprise user interface on iTunes 11 is clunky and requires too many steps to maintain my playlists. Do not like it.
Suggestions?

Hey hirsty!
I have a link for you here that can help you troubleshoot this issue:
Apple - Support - iPod nano - iTunes Troubleshooting Assistant
http://www.apple.com/support/ipodnano/assistant/itunes/
That link will help you through some steps that will help you resolve this issue with your iPod nano syncing. Thanks for coming to the Apple Support Communities!
Regards,
Braden

IPOD Nano won't sync because of missing files!

When I try to sync my ipod nano an error code pops up saying "Songs on the Ipod nano cannot be updated because all of the playlists selected for syncing no longer exist. How can this be corrected??

Try the instructions in this FAQ.
(19836)

IPod nano won't sync video files

I have an iPod nano that plays video, and I have recently learned to transfer videos from my computer onto the device. The videos show up in iTunes and are in the correct format, but when I hook up my iPod to sync, it acts as if they aren't there. Is there something I'm doing wrong? Please help.

I didn't realize that when you hook up your iPod, there's a tab that says "movies" and an option saying "Sync movies." Whoops.

1st Generation iPod nano won't sync

I've had my first generation iPod nano since April of 2006, and I've only had pretty minor problems with it.
Last year I hooked up my iPod to a new computer, and synced my music just fine. The next day when I tried to add new songs, it deleted my entire library. I restored the factory settings and bought new songs.
Last week I used my sister's external hard drive to put some of her music on my iPod, and it accepted them and kept working fine. A few days ago I tried to add more music from her xHD onto my iPod, and ended up with an error message like this:
"your iPod is corrupted and needs to be either restored to factory settings, or disconnected and reconnected."
I removed and re-connected my iPod, and it deleted all the songs I had acquired off of the xHD. Now when I try to add music it says, "Attempting to copy to the disk has failed. Unknown error occurred (-69).
How can I add more music to my iPod? I really don't want to reset my iPod just because it has so much valuable music and it's already cost me so much to acquire this much. It's only synced with one computer, and unfortunately my computer doesn't have a CD burner.
PLEASE HELP!

Is your sisters xHD connected to your PC permanently? I suspect not, and I also suspect that your iTunes install isn't set to copy the files over when you add new music to iTunes.
You need to go into your iTunes settings and tell it to keep your music library organized ( it will copy all the music to your default directory) and to copy music when adding to your library.
Otherwise it just makes a pointer to where the music is when you add it, and if that is an external hard drive it won't be able to sync when that drive isn't connected.
You don't need to burn to back-up your music - resetting your Nano won't delete the music from your hard drive. But, you should copy it to either an xHD or another location on your HD as a temporary measure.

New ipod nano won't sync... suggestions?

Ok, so, my old ipod broke, Finally got a new one, but it won't sync, I can't even go under the file commands and make it sync, it's Greyed out, I've tried to re download itunes, I've tried to use this apple deleter thing that they tell you to use, and I get nothing, not a single change, I even went out and bought a brand new cord, it charges, but just doesn't get recognized by itunes... I really don't wanna take it back to a store, as there isn't any withing any sort of convenient drive... any suggestions?

I was having the same problem and fixed it by selecting my ipod in the left menu (under devices); then I went to the 4 tabs at the top of my screen (Summary, Music, Photos...) and selected "Music." For some reason "all songs and playlists" wasn't selected. Once I did that, it solved my problem. I don't know if that helps you, but it sounds like it's only syncing (sp?) selected items.
Also, make sure it's not set to "only sync checked songs" (under "Summary" tab). That may be why your Playlists are showing, but no songs are there.

3G IPod nano won't sync with Address Book and iCal

I connected my new 3G iPod nano (4GB) to USB2.0 port of aluminum keyboard on new 20" aluminum iMac. MP3 song files (total 623) transferred without problem, but whenever I tried to enable syncing of Address Book and iCal under Contacts tab in iTunes 7.4.1 window, error message popped up stated that there are no contacts in Address Book when there are actually 57 contacts already in Address Book. Creating new contacts in Address Book and recreating address book and iTunes library files in user's library folder did not help at all. The syncing of Address Book only work under new user account in Mac OS 10.4.10 (with all Apple updates applied). May I know what have gone wrong with my account ?
I have wasted one hour with call routed to hopeless Apple support center in India. They only want you to keep reseting everything until it work so that they can put the blame on you.

I have had same problem since I got my nano 2 months ago. At least with latest firmware update, when you DO see Contacts they contain their complete Notes! I have tried using iTunes sync to sync my full AddressBook with 900 entries, but this routinely failed to load any more than 600 entries with message saying so. Calendar has been even more problematic until I created a sub-view of my full calendar with just the prior 1 month and future 2 months event entries; then at least I could see the Calendar - but NEVER after immediately a sync, only after i reset the Nano. And finally I have used iPDA (ZappTek) to transfer News, RSS feeds, Weather updates for cities, & selected Documents and these too transfer completely (as inspection of the iPod as Disk shows), but needs a full reset to get them to show. Even then when you first highlight the "Notes" menu option you see it display "No Notes" but then when you click/select it, it starts "Loading them with a counter: sometimes the count is complete, sometimes it "aborts" and then you can only see some of the notes you loaded. I view this as a bug. I believe that the Nano is indexing these entries and either completes it or aborts, for an unknown "bug" reason. The ZappTek developer suggested there is a definite RAM (not storage) limitation in the Nano which prevents the Nano from handling very large sets of entries, but I should think a software update might be able to fix this by not trying to load everything at once.
Hope this helps.

Ipod nano won't sync games i bought off of itunes HELP

I downloaded two games from the itunes store for my ipod nano 4th generation. Its brand new, but it won't sync the games I bought. I went to the games tab and allowed it to sync. It keeps telling me my computer is not authorized( it is) so I authorize it and it tells me I am already authorized. I have restored my ipod to try and fix it but to no avail. I got the ipod for christmas it is brand new. please help i have tried everything listed in the discussions.

I just figured it out you have to plug in your iPod and when the little icon appears in the toolbar on the left click it now you should see the screen with a pic of your iPod and the thing that says check for updates and restore.....now look above the pic of your iPod up where the tabs are and click the one that says games then click the box that says sync games then click the box that says selected games now chose the games you want to sync and click the apply button in the bottom right corner and it will sync your games... Ur Welcome

IPod nano won't sync; dreaded "duplicate file" message

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