ITunes delete option is missing

I have ITunes 11.1.3 on a 2011 Mac Mini. I used to have the ability to delete duplicate songs but that option seems to have disappeared. I have tried three methods. These methods used to work for me and still work for my wife on a similar computer:
1. select song, go to "Edit" drop down menu, click on "delete". Delete is grayed out on the menu so I can't use it.
2. select song, right click (or Control Click), select "delete" on the menu that appears. The menu appears but "delete" no longer appears on it.
3. select song, drag it to the trash. Now when I do this it just bounces out of the trash and won't delete.
This might have happened around the time I updated to Mavericks but my wife also updated and it did not happen to her.
I have looked through ITunes preferences but found nothing helpful, same with ITunes Help.
Any suggestion why this is happening would be appreciated.

I forgot to mention that selecting the song and hitting the delete key on the keyboard also does not work.

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show up in the iTunes iPod options.
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that images that had been there before were no longer
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Hi Eric Ferguson,
Thanks for using Apple Support Communities.
For troubleshooting on this, take a look at this article:
iTunes: Specific update-and-restore error messages and advanced troubleshooting
http://support.apple.com/kb/ts3694
Error 13, 14, 35 and 50 (or -50)
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I transferred my music to a larger hard drive and when I went to sync to iTunes there half my library had a '!' next to the songs. After I located one song the question 'would you like itunes to find other missing files' came up. What does this mean?

I recently transferred my music from one external hard drive to another and when I went to sync it to iTunes half my music had a '!' symbol on the left side, which meant that the songs weren't located. When I went to locate one of the songs it asked me if I wanted iTunes to find other missing files, which I said yes. What happens next and what is iTunes doing to find the missing files?

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ITunes deleted my songs from my HARD DRIVE!

iTunes not only has deleted a few files from my library, but it ALSO deleted songs off my hard drive!
I thought, "Well, maybe they just got moved around somehow." But, I thought about how much I go into my iTunes folder and then it dawned on me that I hadn't done that in about a month or so. The deleting thing started happening about a week ago. It's a few songs a day. Seriously. *?
I feel like if I'm spending several thousand dollars on Apple's products (computers, accessories, and music), Apple needs to be a little more appreciative.
If it's a bug in the new iTunes, then Apple needs to be sensitive to the fact that music is LOST permanently! It's frustrating to think about all the music that I've lost and PAID for. If I'm using the iTunes store and iTunes to buy/play music, then Apple needs to come out and apologize and reimburse for what was lost.
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<Edited by Moderator>

I'm a bit upset, too. It's only deleted one song, but why did that random song go, and when will it happen to 100s of them?
I have the song on CD and can re-rip it, but that's not the point - it shouldn't go missing from the hard drive.
I've aleady resigned myself to backing up the ITL library file on a regular basis in case it gets mysteriously corrupted.
I'm not sure iTunes deleted this song, but it sure is suspicious.

ITunes delete option is missing

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