Anthony Sottile <asott...@umich.edu> added the comment:

should I open a new issue for this, or is this an appropriate task to add to 
this discussion

shutil.which also doesn't apply `PATHEXT` when the path contains a directory 
separator

C:\Users\IEUser\astpretty>venv\Scripts\python --version
Python 3.7.5

C:\Users\IEUser\astpretty>venv\Scripts\python -c "import shutil; 
print(repr(shutil.which(r'venv\Scripts\python')))"
None

C:\Users\IEUser\astpretty>venv\Scripts\python -c "import shutil; 
print(repr(shutil.which(r'venv\Scripts\python.exe')))"
'venv\\Scripts\\python.exe'

----------
nosy: +Anthony Sottile

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<https://bugs.python.org/issue31405>
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