Playlists and duplicates

if i have songs in a playlist, and move both the playlist and the library onto my iPod...will i have duplicate copies of songs on the iPod, or am i just accessing the same song from two different places?
PC   Windows 2000  

"am i just accessing the same song from two different places?
That's correct, a song can appear in many playlists but you only require one instance of it in the library.

Similar Messages

  • Adding song to playlist and duplicates in library

    Hi,
    Every time I add a song from my library to a playlist, that song duplicates itself in my library. Is there a way I can have the song not duplicate itself?

    After the duplication has happened, do you see two identical tracks in your music view? If you check with the Get Info Summary tab, are the file names/ paths the same?
    i have this problem of duplicate songs after I did a restore with my backed up library. Some of the file paths are the same and others go nowhere. will I be able to remove the song duplicate with the same path without deleting the song as long I say not to remove file? I think there was a time I tried to and that option did not appear. I can't be positivly sure on that though. could the duplicate have happened because the backup copy was from a different version? It is still version 8.0 just a different number after the decimal.
    thanks, Don

  • How can I create one playlist and not have numerous ones that duplicate songs?

    How do I consolidate all my playlists into one large playlist and eliminate the extras?

    Hey there Christophter,
    You can start consolidate your playlists by opening the one you want to move music FROM, then dragging the music in there to the playlist you want to add TO. If there is a duplicate you will be prompted to skip them or not. Then delete the playlist:
    iTunes 11 for Windows: Delete songs, playlists, or other items
    Click the item to select it, and press the Delete key.
    Click DeleteItem.
    Thank you for using Apple Support Communities.
    Cheers,
    Sterling

  • How to restore playlists and ratings after hard drive format

    Several people have reported problems restoring paylists and ratings after reformating a hard drive. Here is what worked for me and what did not.
    I had to reformat my hard drive. Before doing that I exported my playlists from itunes to another hard drive as an xml file. I also copied the folder with all my songs to another drive. (Also of course had it backed up on DVDs.)Then I copied the itunes library files (see url http://docs.info.apple.com/article.html?artnum=93732) to anoher drive.
    After reformating my hard drive and installing the lastest verion of ITunes, I copied the actual songs back into a subfolder in my music folder. I then told iTunes to import the subfolder with the actual music. That resulted in a restored library that lacked playlists and ratings.
    Don't do this
    I purchased Anapod ($30.00) because its web page said (http://www.redchairsoftware.com/anapod/):
    "Anapod CopyGear is an easy-to-use, compact utility for copying music tracks, playlists, podcasts, photos, and videos from your iPod back to your PC."
    Well, I did transfer 104 playlists back to my iTunes library through the Anapod backup function. However, the transfer also put more than 20 gigs of duplicate songs into the library. All of the songs listed in the playlists were duplicated in iTunes. I could find no way in Anapod to simply copy the ratings and the playlists. Anapod documentation was outdated. For example the online help pages said that playlists could not be backed up. This was confusing because I had just done that.
    "In a future release we will be adding the ability to backup your iPod playlists. This will allow you to generate backup files of your iPod playlists on the computer. These files will not be usable on your computer though. They can only be used to restore playlists at a later time on your iPod (assuming it still carries all the audio files referred to in that playlist)." This text is from url http://www.redchairsoftware.com/anapod/support/tome/tx2pc.php#5.1.2
    I sent requests to Anapod for help today, but they have not been answered yet. Docs truly did not seem to help. Would have been good if there was a pdf file rather than just an online help html file that seemed outdated.
    This worked for me:
    I ended up having iTunes wipe out the entire library because of all the dups Anapod made. (Made sure that iTunes only wiped out library and did not delete actual songs from hard drive. Then I had iTunes import my subfolder with songs again. That brought me back to where I was before wasting money and much time on Anapod.
    After I had my iTunes library up (without ratings and playlists and after finding Anapod did not meet my needs.
    1. I imported the xml file to which I had exported playlists before reformating hard drive. That gave me the playlists back although an error message said some items not copied because the music tracks listed in playlists were not in my iTunes library. --Possibly I deleted songs after playlists were downloaded some time ago to iPod. Importing the xml file is probably not necessary because of what I did below.
    2. Quit iTunes
    3. Because my song ratings were still missing, I then moved the iTunes library files made by the new version of iTunes into a different folder.
    4. Then I put my old version 4 library files into the place where the library files should be.
    5. Then I crossed my fingers and restarted iTunes. It took awhile to start and said it was updating my library files. Now I have back most or all of my playlists and ratings.
    If problems develop, I will probably wipe out iTunes library and use Anapod to move everything from my iPod into a folder and tell iTunes to import that folder. That approach might avoid the dups that Anapod makes when restoring playlists to iTunes.
    So my message is keep your actual songs backed up somewhere (such as DVD's and anotehr hard drive) and keep a duplicate copy of your library files somewhere not on your hard drive. With these items you should be able to restore iTunes library to its former status.
    Sorry for the length of this message. Hope it helps someone.

    The simple version of above:
    iTunes Files to Backup (anytime you make additions or changes to the Music or Library that you want to retain)
    1) All music files in their current folder structure (usually located in and under the ‘iTunes Music’ folder)
    2) The Library database file: ‘iTunes Library.itl’ located in the ‘iTunes’ folder
    3) The Library XML file: ‘iTunes Music Library.xml’ located in the ‘iTunes’ folder
    4) Any XML playlist files created for Playlist retention
    5) The two iTunes.pref files (optional)
    -- C:\Documents and Settings\<your username>\Application Data\Apple Computer\iTunes\iTunes.pref
    -- C:\Documents and Settings\<your username>\Local Settings\Application Data\Apple Computer Inc\iTunes.pref
    6) The XML file of Ratings, Play Counts and Last Played attributes saved from the main Library and created by Otto’s SaveRatings script (also optional, but recommended):
    “Download this: http://ottodestruct.com/itunes/SaveRatings.zip . It's a program, just run it like any other program. Run it on the machine where you're copying the info from BEFORE you move the files to the new machine. Click the "Save Ratings" button and it'll create a ratings.xml file. Now when you move the files, move the program and this file as well. Then after you make your new iTunes library, run it again and click the "Restore Ratings" button. Voila, all your information is back in the Library. Well, most of it anyway, it's not perfect. It'll tell you what songs it couldn't figure out though, and there's usually not very many.”

  • ITunes for Windows freezes when importing a library. I have a large but not huge library of mostly iTunes purchased music on two authorized computers and would like to sync the files, export the library as a playlist, and import it on the other computer.

    I am running iTunes for Windows 10.2.2 on Windows 7 Home. I have my iTunes library on both this computer and another authorized machine running Windows 7 Professional. I have a large but not enormous library, as I'm one of those people who doesn't pirate, use torrents, borrow from a dozen friends, or whatever other shades of gray you might imagine. It's mostly iTunes purchases with my old CD collection imported. I have started using the following technique to sync my libraries between my two authorized computers, an ability which you can probably all agree should one day be added to iTunes -- that would be different from Home Sharing, because the music would be stored locally and thus available on the road. With the added benefit of the entire library being backed up on the other machine in real-time. Anyway, when I switch from my desktop to laptop and vice versa, I use the following technique:
    Connect both machines to the home network. One machine is the "Active" machine, which has most recently been used for iTunes media, purchases, ratings, etc.
    On the "Active" machine, File-->Library-->Export. Save the file as "Library.xml" on the shared drive of the other machine.
    Right-click "Library.xml" where it's been saved, and open another file that has two lines in it: The root path of the iTunes library on one machine and the root path of the iTunes library on the other machine.
    Do a find/replace all in Notepad to make the library XML file point to where the files will be saved on the "Inactive" machine.
    Run Microsoft SyncToy to synchronize the files between both music libraries; the most recent files win. This avoids copying the entire multi-gigabyte library over the network.
    Open iTunes on the "Inactive" machine.
    Go to Music, Select All, Delete. Keep files.
    Do the same for Movies, Music Videos.
    Go down to Playlists, select the top one, hold down the delete button until they're all gone.
    File-->Library-->Import Playlist. Choose the "Library.xml" file you saved.
    First a status bar comes up that says, "Importing library." It has the continually-scrolling progress bar, not the one that starts on the left and steadily creeps right. Then after about 30 seconds, that clears out. Wait. Typically a few minutes. Eventually a status bar will pop up saying something like, "Evaluating gapless playback information," or something like that.
    The "Inactive" computer is now the "Active" computer. I can now play my library, it has all my playlists and metadata from the other machine.
    Delete all the duplicate playlists named "Music," "Genius," "Purchased," and "iTunes DJ."
    Well, I just upgraded to iTunes 10.2.2 a few days ago and tried to do this again like I've done it dozens of times before. Now, iTunes just goes unresponsive after the library import. It got through the "Importing library" bar to the long wait and stopped. I can still multiprocess and use other programs, but iTunes is hovering back there not responding to clicks. Task Manager doesn't seem to think iTunes is using my CPU, and I don't see my hard drive rattling. Any thoughts on why iTunes might hang up when importing a large library?
    ... Also, please help lobby Apple to come up with a network sync tool built into iTunes for a user with multiple authorized computers. Something different than Home Sharing so I can pull my laptop off the network and still have the synced library with me. And all my metadata changes will sync. The technique I use seems a little kludgey, don't you think?

    iTunes isn't an editor. You need an app that's intended for editing audio files, like Adobe Audition (http://www.adobe.com/products/audition.html) or Audacity (free in the App Store).

  • Some playlists and/or songs "not eligible for iCloud"

    I have a playlist that contains only music but iTunes Match refuses to upload it, saying it contains "other media types".
    Having thoroughly gone through the contents of the playlist, I have found one song, a Frank Sinatra .mp3 ripped from a CD I own, that is listed as "not eligible for iCloud", as well as 4 songs marked by iCloud as "duplicates"
    I have tried manually adding the Frank song to iCloud but its status remains unchanged.
    The song, in mono, is a 733K MP3
    I had to convert it to AAC which nearly quadrupled the size of the file to 3.2 MB and now it's uploaded...
    However the status of the playlist remained unchanged until I also removed the "duplicates"
    a) iCloud should nevertheless sync playlists, minus the ineligible tracks
    b) or you should get a warning that it won't sync the playlist, and better error reporting so you can actually understand what the issue is, as opposed to the usually vague "iCloud doesn't like your track, but won't tell you why" message...
    c) duplicate tracks in playlists should automatically (or after a prompt) be replaced by the original track that is in iCloud.
    iTunes Match, you have wasted many hours of my time despite my well organized and healthy library.
    Argh.

    Resolution
    Icon
    Description
    Definition
    Ineligible
    This icon is displayed next to items that are not eligible to be uploaded to iCloud via iTunes Match. Some examples are songs that are larger than 200MB or songs encoded at 96 Kbps or less.
    Removed
    This icon is displayed when a song has been removed from iCloud (from a different computer). Songs deleted from iCloud are immediately deleted from associated iOS devices, but will remain on other associated computers until they are manually deleted.
    Error
    This icon may be displayed if the song file is corrupt or if there was an error uploading the song. Try updating iTunes Match (Store > Update iTunes Match) to resolve this. If updating does not resolve the issue, try importing a new copy of the song into your iTunes library.
    Duplicate
    This icon is displayed when a duplicate version of this song exists in your iTunes library on your computer. This icon will be displayed next to duplicates that were not uploaded to iCloud.
    Waiting
    This icon is displayed when a song is in the process of being matched, but has not yet been processed.

  • How to create a playlist *with* duplicate songs

    I have a practice where I need to play a playlist with duplicate audio tracks.  The audio tracks are not duplicated in the iTunes app and I don't want to duplicate them as audio tracks.  I only want to create a playlist that will play the same audio track at different points in the playst.  For example...
    Announcement of beginning
    Round 1
    Announcement of task1
    John Doe 1
    John Doe 2
    3 minute work window
    Countdown of 10 minutes
    Round 2
    Announcement of task2
    John Doe 3
    John Doe 4
    3 minute work window
    Countdown of 10 minutes
    Round 3
    Announcement of task1
    John Doe 5
    John Doe 6
    3 minute work window
    Countdown of 10 minutes
    Round 2
    Announcement of task2
    John Doe 7
    John Doe 8
    3 minute work window
    Countdown of 10 minutes
    As you can see... I need to be able to duplicate the playlist audio tracks at certain points in the playlist to create the event that I need for that day.
    The problem is that iTunes sees that a duplicate track is put into the playlist and doesn't allow it.  I end up with this as I can not readd an audio track that I have in the playlist already.
    Announcement of beginning
    Round 1
    Announcement of task1
    John Doe 1
    John Doe 2
    3 minute work window
    Countdown of 10 minutes
    Round 2
    Announcement of task2
    John Doe 3
    John Doe 4
    John Doe 5
    John Doe 6
    John Doe 7
    John Doe 8
    Is there no way to tell iTunes to allow duplicate audio tracks in a playlist?

    Smart playlists and playlist folders won't hold duplicate entries, but it should be possible to put the same track more than once into a regular playlist. Go to Edit > Preferences > Advanced and click the button Reset Warnings... iTunes should now warn you when you try to add duplicate items to a playlist, but you should have the option to add the items anyway.
    tt2

  • Please help to remove songs weren't on playlist (and Itunes)!

    Hi all,
    I'm so new to this forum and if this post was in a wrong place, please forgive me!
    I recently added a lot of songs into my Ipod. But today, I found that those songs weren't on my playlists, so I add them again (I don't know why?). Unfortunately, the songs I added yesterday WERE IN MY IPOD but not in Itunes (even in My Ipod Icon in Itunes). So I have many duplicated songs in my Ipod but only one copy in Itunes. Now I want to remove those duplicated songs and ones that present in Ipod hard drive but not appear in Itunes. Please help me to do so.
    (I don't have Itunes Library in my computer since it takes too much space. I found this problem when I use a software to detect duplicated files. Many other songs that I didn't add today but already in my Ipod, and I want to remove those also!)
    This is my 2nd Ipod and I know how to update firmware, adding songs... Please help me to solve this problem since it took about 3GB of wasting space on my Ipod!
    Your helps are greatly appreciated!
    Pardon my English. Have a great day all!
    Saigonian

    Hi Chris,
    Because you said: "The songs can be in any any/all/no playlists.
    On the iPod menu go to Music -> Songs.", but in my Ipod, at the Menu, I just have Playlist and Setting displayed. After your previous post, I try to set more options in the main display and I can't see the "No playlist" display!
    "You already said you had duplicates so go to that song. Sings are in alphabetical order."
    Firstly, with Ipod's tiny screen, are you going to browse one by one to see which songs are duplicated in about more than 300 duplicated files?
    Secondly, And if you found it that way, what can you do in the Ipod itself? Ipod doesn't allow you to delete songs directly from itself. And when you plug it in the computer, run Itunes, those songs are disappeared (I said it didn't show on the Itunes). How can you delete it?
    Thirdly, Those songs are not displayed in Ipod and Itunes! I only can found some duplicated songs via another software which only search for duplicated songs. And for songs that I didn't add in the second time, there's no way that I can find it.
    In this case, I think there's only one solution that having a software to check the intire Ipod's database to find if there's anysong that present in Ipod's hard drive but not in Itunes.
    "iTunes doesn’t rename them when they are put in the iPod. When they are added to iTunes, the file name is the song name. It is stored under the album which is stored under the a artist.
    It’s a very easy, basic and simple way to store them."
    I don't agree with you about this. Mp3 is collected from many sources. Many of them only have "Track 1" or "track n" in the title, and "No artist" or whatever artist etc... When we add it into Ipod, we have to rename it or correct it the way we like.
    And look at the picture below, will you still think that Itunes doesn't remane them when they are put in the Ipod?. In this images, you'll see a long list of folders that stored music in your Ipod. The problem is any song that recently added into Ipod can be stored in folder F00 through Fnn.
    http://img64.imageshack.us/img64/8476/0018px.jpg
    And in this picture, a list of my music added into Ipod. Do you have your music named as 1584, HGNC or something like that? No, I don't think so and I don't think anyone on this earth could name thier music files that way. So, it's clear that Itunes DOES rename those song in it's own way and it's not a good way to handle music!
    http://img97.imageshack.us/img97/4585/0021xy.jpg
    Message was edited by: Saigonian

  • ITunes (11 I think) in smart playlists and folders won't apply the "Last Played" search criteria in real time.  Please fix!!!

    The major iTunes recent makeover, generally *****. 
    It's ugly to look at; it's grey and blue-grey and more grey.  god, how drab can you get.  You know how in the Finder we can assign colors to files, folders & applications.  It would be fantastic to be able to do that to playlists and the folders of playlists within iTunes.  Please add some color!  And/Or let us choose the color format for our personal copy of iTunes, like some browsers do.
    But more importantly I have some rather sophisticated smart playlists; many of which source other (smart) playlists & folders of playlists in my collection.  With this current iTunes makeover (iTunes version 11 I think), they screwed something up.  None of my smart playlists will apply in real time the "Last Played" search criteria.  This is very annoying.  Please, please fix it.
    And how about the ability to duplicate a playlist, to make new playlist.  Not to have two of the same playlists, but so the second one can then be edited to something similar to the first (as opposed to having to build a new similar sophisticated playlist from scratch).  This would save a lot of time in some cases.

    The major iTunes recent makeover, generally *****. 
    It's ugly to look at; it's grey and blue-grey and more grey.  god, how drab can you get.  You know how in the Finder we can assign colors to files, folders & applications.  It would be fantastic to be able to do that to playlists and the folders of playlists within iTunes.  Please add some color!  And/Or let us choose the color format for our personal copy of iTunes, like some browsers do.
    But more importantly I have some rather sophisticated smart playlists; many of which source other (smart) playlists & folders of playlists in my collection.  With this current iTunes makeover (iTunes version 11 I think), they screwed something up.  None of my smart playlists will apply in real time the "Last Played" search criteria.  This is very annoying.  Please, please fix it.
    And how about the ability to duplicate a playlist, to make new playlist.  Not to have two of the same playlists, but so the second one can then be edited to something similar to the first (as opposed to having to build a new similar sophisticated playlist from scratch).  This would save a lot of time in some cases.

  • Right Click and deleted Song from Playlist and want it back

    I had duplicates in my playlist so deleted seconds...Now the one left won't play... Have tried to add the song back to the playlist and it shows up but still won't play.  I've deleted the playlist and then restored but the song(s) still won't play.  I can get another artist's version but not the artist I want.  CAN I GET THE SONG(S) BACK? If so, how?

    As a user, you only have the option to restore entire playlists. If you want specific songs to be restored, you'll have to get in contact with the staff via an online contact form; if you get a no-reply, just reply and it will be send to a staff member.

  • Smart playlist for duplicate track numbers?

    Hi Folks,
    With Regard to smart playlists is there any way to identify duplicate track numbers on the same disc?
    During the import process the disc numbers (where it was a dual cd) we simply listed as disc 1 on the import process.
    As a result, some albums have 2 x track 1 and 2 x track 2 etc.
    So save me searching through the whole library manually, is there a way to create a smart playlist and search doe duplicate track numbers on the same disc.
    In the same light is it possible to search for duplicate artists on the same disc?
    Appreciate your help
    Hope this makes sense.
    Thanks
    Simon.
    This email has been scanned by the Symantec Email Security.cloud service.
    For more information please visit http://www.symanteccloud.com

    Hi Simon,
    Missed this thread the first time around.. As Chris says this isn't something that you can pick up with a smart playlist. In principle I could write a script that runs through every track in a selection and notices when the same combination of track number, disc number, album title and album artist comes up. A second pass would then add every track from each affected album to a regular playlist for you to go through and fix up.
    In practice when I'm hunting for inconsistencies in the library I've found that stepping through the albums using the column browser is quite effective. In my case I'm generally looking for instances where the same album title is reused by different albums, the obvious example being Greatest Hits, as these jumble together on my iPod classic. When this happens I retitle each album as <Album> - <Album Artist> to separate them. Using the column browser I reckon I can scan through the library at about 2 albums a second, stopping only when something looks amiss.
    So, are you still hunting for your misnumbered double albums?
    tt2

  • Avoiding null and duplicate values using model clause

    Hi,
    I am trying to use model clause to get comma seperated list of data : following is the scenario:
    testuser>select * from test1;
    ID VALUE
    1 Value1
    2 Value2
    3 Value3
    4 Value4
    5 Value4
    6
    7 value5
    8
    8 rows selected.
    the query I have is:
    testuser>with src as (
    2 select distinct id,value
    3 from test1
    4 ),
    5 t as (
    6 select distinct substr(value,2) value
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    9 ignore nav
    10 dimension by (id)
    11 measures (cast(value as varchar2(100)) value)
    12 rules
    13 (
    14 value[any] order by id =
    15 value[cv()-1] || ',' || value[cv()]
    16 )
    17 )
    18 select max(value) oneline
    19 from t;
    ONELINE
    Value1,Value2,Value3,Value4,Value4,,value5,
    what I find is that this query has duplicate value and null (',,') coming in as data has null and duplicate value. Is there a way i can avoid the null and the duplicate values in the query output?
    thanks,
    Edited by: orausern on Feb 19, 2010 5:05 AM

    Hi,
    Try this code.
    with
    t as ( select substr(value,2)value,ind
            from test1
            model
            ignore nav
            dimension by (id)
            measures (cast(value as varchar2(100)) value, 0 ind)
            rules
            ( ind[any]=  instr(value[cv()-1],value[cv()]),
            value[any] order by id = value[cv()-1] || CASE WHEN value[cv()] IS NOT NULL
                                               and ind[cv()]=0     THEN ',' || value[cv()] END      
    select max(value) oneline
    from t;
    SQL> select * from test1;
            ID VALUE
             1 Value1
             2 Value2
             3 Value3
             4 Value4
             5 Value4
             6
             7 value5
             8
    8 ligne(s) sélectionnée(s).
    SQL> with
      2   t as ( select substr(value,2)value,ind
      3          from test1
      4          model
      5          ignore nav
      6          dimension by (id)
      7          measures (cast(value as varchar2(100)) value, 0 ind)
      8          rules
      9          ( ind[any]=  instr(value[cv()-1],value[cv()]),
    10          value[any] order by id = value[cv()-1] || CASE WHEN value[cv()] IS NOT NULL
    11                                             and ind[cv()]=0     THEN ',' || value[cv()] END 
    12          )
    13        )
    14   select max(value) oneline
    15   from t;
    ONELINE
    Value1,Value2,Value3,Value4,value5
    SQL>

  • IPhone deletes 400 songs from playlist and syncs that to iTunes

    Hi there,
    I'm new on these forums, although I've been using iTunes (on a Windows PC) for many years.
    I got an iPhone 4s, set it up to use iCloud and iTunes Match.
    Now I chose to play a playlist (via Bluetooth) of about 500 songs randomly in the iphone. The phone downloaded the music via WLAN and played about 30 songs from that list. So far, so good.
    Next day I realized in iTunes that only these 30 songs remain on this particular list - and the other 450 or so were gone.
    I did change the list in iTunes prior to realizing this: I added an album, so it's these 30 songs + the new album.
    Since I haven't used an iPhone before, I'm a bit lost as to where the error lies. Have I done something wrong? Is iTunes Match not working correctly?
    Searching the web brought up many issues with iTunes Match, but nothing for this case.
    Of course, I can give more info, if you need it. So, is there anyone who has an explication for this? Thank you in advance!
    Best wishes,
    Volker

    On a Mac, use Option+Delete to:
    Delete the selected playlist and all the songs it contains from your library
    Delete the selected song from your library and all playlists
    You can find all the keyboard shortcuts in the iTunes Help menu > Keyboard shortcuts.

  • When I create a playlist and sync it to my iPhone not all of the playlist transfers over.  All of the songs are there and are playable they just do not show up on the playlist.

    When I create a playlist and sync it to my iPhone not all of the songs on the playlist transfer over.  All of the songs are there and are playable they just do not show up on the playlist.  For example, in itunes on my computer a playlist has over 100 songs, but when I sync my phone, my iphone only shows 60 songs.  I can go into my phone and add the missing songs to the playlist, but the next time I sync my phone the songs are gone again.

    Wondering if you haven't been bitten by the new "feature" of iOS 5, as was my son. turingtest2 explained it very well in reply to my own query about "missing" songs in playlists.
    Here's that thread...
    https://discussions.apple.com/message/16903613#16903613

  • HT2729 i downloaded 3 songs to my pc and sync'd my ipod and the songs do not tranfer.  is this related to not having the proper itunes version vs ios?  I cannot get the songs to sync, but I can move other songs to different playlists and they sync fine...

    i downloaded 3 songs to my pc and sync'd my ipod and the songs do not tranfer.  is this related to not having the proper itunes version vs ios?  I cannot get the songs to sync, but I can move other songs to different playlists and they sync fine...any ideas what's wrong?

    Hi Dennis!
    I have a couple of steps for you to try in order to get those songs transferred to your iPod touch. First, make sure all of your software is updated with the latest versions. If the songs were downloaded from iTunes, you will also want to delete the songs from your library and then download them again from the list of past purchases on your iTunes account. An article about doing that can be found here:
    Downloading past purchases from the App Store, iBookstore, and iTunes Store
    http://support.apple.com/kb/ht2519
    If you try a sync after those two steps and are still seeing the issue, then I would like you to try syncing the iPod by setting it to manually manage. An article outlining more information on manually managing your iPod sync can be found here:
    Managing content manually on iPhone, iPad, and iPod
    http://support.apple.com/kb/ht1535
    If you are still having issues after that, I have another article that can outline some other reasons why your songs may not transfer to your iPod, and it can be found here:
    Some songs in iTunes won't copy to iPod
    http://support.apple.com/kb/TS1420
    Thanks for being a part of the Apple Support Communities!
    Regards,
    Braden

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