http://www.fixkb.com/2012/09/mac-asking-for-password-when-moving-files-to-trash.html#comment-72799
This started after Mavericks upgrade. When dragging files to the trash you are prompted for a password this is result of sometimes when moving files or folder the permission are not carried over or permissions on trash can have become corrupted. Ownership corruption of trash can can also manifest itself as Trash always shows empty but Terminal can identify files present. You will need to re-take ownership of the trash folder or reapply permissions to folders.
Method 1
- Click on the Spotlight (magnifying glass in top right), type “Terminal” and press enter.
- Type the following command replacing “your_user_name” with your user name.
sudo chown your_user_name ~/.Trash
- You will need to enter your password and press Enter.
- It won’t show any characters when you type.
- If you do not have a password then set one first.
If you are presented with the following error: “No such file or folder” then do the following:
- Type the following command:
mkdir ~/.Trash
Method 2
Check your permisions are correct on your user files.
- Navigate to your main hard drive (usually Macintosh HD) and select your /Users folder.
- Press “Cmd+I” to bring up the Get Info window.
- Expand the “Sharing and Permissions” arrow.
- Next to your username you should see “Read & Write”.
- Click the small Gear icon and then click “Apply to enclosed items…”
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