How do i create a duplicate of an itunes song

Hello,
I'm spinning iTunes 10.5.2.
I am attempting to create playlists of songs from concerts (mostly metal) that I had attended over the years and am having no problems creating the playlists.
However, my troubleshooting issue is that I also want the songs in my concert playlists to go in order of how they were performed at the concerts. Each time I number them within the playlists the song's number also changes within the Library Music list. My troubleshooting thought is that if I can create a duplicate of the song and then added the duplicated song to my concert playlist I could number each song individually.
However, I can not figure out how to make true copy. I've already tried dragging the song to my desktop, then dragging the new copy back into iTunes. I've even tried renaming the duplicate copy and dragging it into iTunes. Why won't my iTunes make an individual duplicate copy of a song?

However, my troubleshooting issue is that I also want the songs in my concert playlists to go in order of how they were performed at the concerts.
Give them a track number.
Each time I number them within the playlists the song's number also changes within the Library Music list.
And?  I'm not seeing the problem.
However, I can not figure out how to make true copy. I've already tried dragging the song to my desktop, then dragging the new copy back into iTunes. I've even tried renaming the duplicate copy and dragging it into iTunes. Why won't my iTunes make an individual duplicate copy of a song?
How do you have iTunes manage your music?  If you drag a song to the desktop it may just be moving the file to the desktop.
Command+R to reveal the file in Finder.  Command+D to duplicate the file in Finder. Drag the duplicate to iTunes to add the second copy.  Not that I totally understand where the issues lie and feel this is likely not the best remedy...

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