Re: iTunes songs in wrong order.
Have you tried clicking on the grey bar above the number of the track? That reorders the list by number (you can also reorder by name, Time etc in the same way).
Also if you control-click (right click) on ne the grey bars as described above, a drop down menu appears. You can choose another column type to be displayed. Select "Track Number". Then click on the column title for Track Number and your tracks should be ordered how they appear on the original playlist or CD.
Actually, clicking on "album" in the title column also orders tracks sequentially.
Let us know if that works for you.