iTunes issues (2)

To buy a song you click on the song's price button, not the downward pointing arrow next to it.

For the song that you've bought, it show in the Music part of your library and plays ok there (e.g. its not that there is a problem with the track itself that is stopping it syncing to your iPod) ?

You should be able to sync your music to your iPod by connecting it to your computer and selecting its icon in your computer's iTunes, and on the left-hand side selecting Music e.g. (this is for an iPad, but the principle is similar)

And on the right-hand side you have the purchased playlist selected to sync to the iPod ?

The song shows on your account's purchase history : See your purchase history in the iTunes Store - Apple Support ?

What exactly do you see on your iTunes screen ? Your playlists will show in more than one place in iTunes e.g. in the Music part of your library (where you can create new playlists, add or remove tracks from them, delete them, or play them), and when a device is connected and you've selected it they will show on its Music tab for selecting and syncing to it - so what you will see will depend upon which place you are viewing your playlists.

This is from the current version of iTunes, I've selected my device's icon towards the top left next to the content type icons, and then on the left-hand column selected Music - the right-hand side of the screen then lets me select playlists, artists or albums to sync to the device :

Are you seeing anything like that ? There should be a Sync or Apply button at the bottom right of the screen (if you change the selected playlists or artists/albums on that screen it should be Apply ; if you haven't changed them it will be Sync).

That sounds like you're using an older version of iTunes, I'm using the current version, iTunes 12.

If you are running the previous version of iTunes then you can enable the left-hand sidebar (which allows you to view your library, connected device(s), store) via option-command-S on a Mac, control-S on a PC. When connected the iPod should show on that sidebar - select it, and across the right-hand side of the screen should be a series of tabs. Select the Music tab and you should then see something that looks like the right half of the image in my last post, with a Sync or Apply button (Sync if no changes are made on the screen e.g. just to resync the current selection, Apply if you make changes).

It's referring to what you currently have on the iPod, when selecting to sync from this computer you are effectively saying 'this is the music that I now want on my iPod, it's to replace what I already have on it'.

If you don't have the rest of your music (that is already on the iPod) in that computer's iTunes library, then Instead of syncing you could drag-and-drop the music onto the iPod. Select the Music part of your iTunes library, and then Playlists e.g.

And you should get a column on the left-hand side of the screen listing your library, your iPod (if it's connected) and your playlists. You should be able to select a playlist on that list and click-and-drag it up to the iPod device, and dropping it onto it should copy the playlist onto it

Or from the My Music part of your library where all your songs are listed in your iTunes library, you can click-and-drag a song (or songs) from there over to the left-hand side of the iTunes screen and a sidebar should then appear allowing you to drop it onto your iPod.

If they were purchased from iTunes then you might (if they are still in the store and you haven't moved countries since buying them) be able to redownload them on your computer's iTunes - either click on the Purchased link under Quick Links on the right-hand side of the iTunes stop homepage, or click on your name towards the top right of iTunes and the click Purchased on the popup :

Or if you have them on a backup drive you can add them to that iTunes library via the File > Add To Library in iTunes, or if you have them on different computer you can copy them from that : How to move your iTunes library to a new computer - Apple Support or iTunes for Windows: How to copy purchases between computers - Apple Support