A reboot should not make a difference when running the liveCD. I think you are running an installed version of ubuntu, I'm glad to hear that the trashcan is now working for you.
If anyone has a suggestion about fixing the trashcan on the liveCD I will be glad to help. The ubuntu liveCD (desktop cd) trashcan has been broken for some time. -- edgy desktop/liveCD Trashcan does not work https://launchpad.net/bugs/59045 -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs