Total timing should be set with vacuum disconnected and plugged. Fifty* total timing at cruise with vacuum advance hooked up isn't unusual, particularly with low compression. The first thing for you to do is get an adjustable vacuum advance such as Mallory sells. Determine what total timing is at what rpm and then you can adjust the vacuum can for best cruise without surge.
What is the engine code? What is the date code on the heads and do the heads have screw-in studs?
You can get detonation with low compression, depending on circumstances. .
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Rich
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