Mike,
I would not consider myself a scholar, except when it comes to the study of w113s. Our cars have a vented gas tank. The gas cap is supposed to seal. The breathing lin exits the top of the tank inside the trunk. There are meatl lines the go to a breather contraption which should mount on the right rear fended. Another metal line should go from there and exit below the car. I suspect that some of your lines are eithr clogged or damaged. Having a compressor to blow air through the lines would be real helpful in determining where the problem is. All of the lines are fairly easy to access. remove the spare and you can get to the breather contraption. Remove the guard inside the trunk by the gas cap and you can check the lines from the tank. My breather contraption was damaged. The replacement was not expensive and included plastic tubes. The installation was very easy.
Good luck,
Ted 1969 280SL 4-speed