What do i do if my (a.) my itunes no longer detects my ipod, and (b.) no sound comes out of the headphone jack? The ipod still turns on, operates, and charges.

My ipod still works as far as powering up and operating is concerned, but it suddenly stopped outputting a signal through the sound jack. Also it no longer is detected by itunes in the source list.

It would be odd if both of those problems happened at the same time, since they seem unrelated (unless you dropped the iPod or got it wet or had some other accident).
Check the other end of both of those connections first.  Try a different set of headphones.  Try a different docking cable.  Try a different USB port.  Make sure the computer has been restarted since having this problem.
If it still powers up to the main screen, and seems to play songs (although you can't hear them), that probably means the hard drive is still working.  That's good, because it's the most valuable part, and the part that usually breaks first (on an iPod that has a hard drive).
If you can't get it working, you might consider getting a broken iPod on eBay.  Chances are good that it is broken because of a bad hard drive (unless the description makes it clear that it's another problem), and the other parts (except maybe the battery) are likely to be OK.  You can then swap its bad hard drive for your iPod's hard drive.  Be sure to get the same type of iPod, including the thickness, because the 5th gen iPod came in two thicknesses (corresponding to the thickness/capacity of the hard drive mechanism).
This is one web site with instructions for disassembly
http://www.ifixit.com/Device/iPod_Original
But don't spend too much money on it.  The hard drive may appear to be working now, but you never know when it might fail. 

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