Trying to access SharePoint / Office 365 Server options from the browser

When I use the Open With Explorer view of a SharePoint library and open a document from there, I am prompted to Check Out & Open (or just open) the file.  And then from the open file, under the File menu, I have an option for SharePoint / Office 365 Server, to check the file back in and/or to update Document Properties.  This is the exact functionality I am looking for.  My question is, why don't I have this option when I open the PDF in one of these scenarios:
direct from the browser (within SharePoint)
from a synced library
outside of SharePoint (i.e. from the Desktop)

Seems like a good question for a SharePoint user forum.
Be well...

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