Songs won't play after the first playing

I am having a problem whereby songs will not play after the first time they have been played. After I import them into I tunes, I play them once to verify that they have been copied correctly. However several CDs demonstrate the following behavior. After they have successfully played back one time, they no longer work in Itunes. I click them and nothing happens.
I just tried to re-rip the song from the CD that i used originally to put the song into Tunes and received the following error message: "An error occurred while updating the default player for audio file types. You do not have enough access priveleges for this operation". I am the only user of my computer and have administrator priveleges. I don't know how to remedy the problem that apparently exists. Can anyone help?

Can you confirm that Copy files to iTunes Music folder when adding to library is checked in the iTunes Edit menu > Preferences > Advanced tab > General sub-tab on your new computer?

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