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When installing new modules via pip3, it will install the module, then throw an IO Error exception, then it tells me to upgrade to the new pip version, 10.0.1 - which I have. When I pip install --upgrade pip, an OS Error is raised. After searching the web, I found that with El Capitan, an exception was raised although it deals with Six module in pip. After experimenting with that idea, I did pip install --ignore-installed six, and an IO Error occurred.

Questions:

I'd like help in understanding why the exceptions are being raised and hopefully how to solve the issue.

Figure out why the exceptions are targeting python2.7 and not python3 version.

Why pip is ignoring the already upgraded pip3 version 10.0.1.

Lastly, having both pip and pip3, does one need to make regular upgrades or module installations on both - or do they communicate with each other in this retrospect?

Version & Path:

OS: High Sierra 10.13.4
which python: usr/bin/python
python --version: 2.7.10
which python3: usr/local/bin/python3
python3 --version: 3.6.5
which pip: usr/local/bin/pip
pip --version: 9.0.1
which pip3: usr/local/bin/pip3
pip3 --version: 10.0.1
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  • Possible duplicate of [pip install -r: OSError: \[Errno 13\] Permission denied](https://stackoverflow.com/questions/31512422/pip-install-r-oserror-errno-13-permission-denied) – phd May 05 '18 at 19:34
  • @phd it doesn't seem to be the exact issue, although when i create a virtualenv (as one of the solutions to the link), the errors go away and so does the `upgrade pip` problem. – user669132 May 05 '18 at 20:54
  • Did you tried it with `sudo`? – Siddharth Das May 07 '18 at 15:19

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