Hello Woodland welcome to YT! How long did you operate it after you got it back together before the oil leak started? I posted a link to this on the Case topic section hoping someone there with more knowledge on these would help you out. I agree some other problem made it blow out an start the leak. Just FYI the name ..freeze plug.. is a common term applied to an expansion plug or Welch plug. It does not mean they are prone to fail or pop out in freezing temperatures. The term ..freeze plug.. came from there use in engine blocks. Many times when the coolant did not have proper freeze protection especially in the early days the plug would push out when the coolant or water in the block would freeze. Sometimes saving the block from breaking. The actual designed purpose of the holes being there was to allow supports to pass through them that held the sand mold to create the water jacket while the engine block was being cast. Then after casting the support could be removed and the sand mold broke apart and removed. The hole left needed to be plugged, so it was cheapest to machine the ID of it and drive in an expansion plug. The reason there was one placed at the location on your tractor was for a passage drill or machining operation to be made. I am attaching the online parts diagram for you machine, I would say an oring or gasket in one of the associated parts shown has blown causing extra pressure on the plug causing it to blow out.
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