AssertionError on malformed URL through a proxy

[janrito]

Unsure whether this is the right place to handle this error – happy to report this elsewhere if you disagree.

When opening a request with a malformed URL through a proxy, an AssertionError from deep in the http library is reported.

Expected Result

ConnectionError, NameResolutionError or something more indicative of what the problem is

Actual Result

AssertionError: b''

Reproduction Steps

import requests

requests.get("http://%C2%A0www.github.com/", proxies=client.proxies)
^[[H---------------------------------------------------------------------------
AssertionError                            Traceback (most recent call last)
Cell In[36], line 1
----> 1 requests.get("http://%C2%A0www.github.com/", proxies=client.proxies)

File /opt/venv/lib/python3.12/site-packages/requests/api.py:73, in get(url, params, **kwargs)
     62 def get(url, params=None, **kwargs):
     63     r"""Sends a GET request.
     64
     65     :param url: URL for the new :class:`Request` object.
   (...)
     70     :rtype: requests.Response
     71     """
---> 73     return request("get", url, params=params, **kwargs)

File /opt/venv/lib/python3.12/site-packages/requests/api.py:59, in request(method, url, **kwargs)
     55 # By using the 'with' statement we are sure the session is closed, thus we
     56 # avoid leaving sockets open which can trigger a ResourceWarning in some
     57 # cases, and look like a memory leak in others.
     58 with sessions.Session() as session:
---> 59     return session.request(method=method, url=url, **kwargs)

File /opt/venv/lib/python3.12/site-packages/requests/sessions.py:589, in Session.request(self, method, url, params, data, headers, cookies, files, auth, timeout, allow_redirects, proxies, hooks, stream, verify, cert, json)
    584 send_kwargs = {
    585     "timeout": timeout,
    586     "allow_redirects": allow_redirects,
    587 }
    588 send_kwargs.update(settings)
--> 589 resp = self.send(prep, **send_kwargs)
    591 return resp

File /opt/venv/lib/python3.12/site-packages/requests/sessions.py:703, in Session.send(self, request, **kwargs)
    700 start = preferred_clock()
    702 # Send the request
--> 703 r = adapter.send(request, **kwargs)
    705 # Total elapsed time of the request (approximately)
    706 elapsed = preferred_clock() - start

File /opt/venv/lib/python3.12/site-packages/requests/adapters.py:667, in HTTPAdapter.send(self, request, stream, timeout, verify, cert, proxies)
    664     timeout = TimeoutSauce(connect=timeout, read=timeout)
    666 try:
--> 667     resp = conn.urlopen(
    668         method=request.method,
    669         url=url,
    670         body=request.body,
    671         headers=request.headers,
    672         redirect=False,
    673         assert_same_host=False,
    674         preload_content=False,
    675         decode_content=False,
    676         retries=self.max_retries,
    677         timeout=timeout,
    678         chunked=chunked,
    679     )
    681 except (ProtocolError, OSError) as err:
    682     raise ConnectionError(err, request=request)

File /opt/venv/lib/python3.12/site-packages/urllib3/connectionpool.py:789, in HTTPConnectionPool.urlopen(self, method, url, body, headers, retries, redirect, assert_same_host, timeout, pool_timeout, release_conn, chunked, body_pos, preload_content, decode_content, **response_kw)
    786 response_conn = conn if not release_conn else None
    788 # Make the request on the HTTPConnection object
--> 789 response = self._make_request(
    790     conn,
    791     method,
    792     url,
    793     timeout=timeout_obj,
    794     body=body,
    795     headers=headers,
    796     chunked=chunked,
    797     retries=retries,
    798     response_conn=response_conn,
    799     preload_content=preload_content,
    800     decode_content=decode_content,
    801     **response_kw,
    802 )
    804 # Everything went great!
    805 clean_exit = True

File /opt/venv/lib/python3.12/site-packages/urllib3/connectionpool.py:495, in HTTPConnectionPool._make_request(self, conn, method, url, body, headers, retries, timeout, chunked, response_conn, preload_content, decode_content, enforce_content_length)
    492 # conn.request() calls http.client.*.request, not the method in
    493 # urllib3.request. It also calls makefile (recv) on the socket.
    494 try:
--> 495     conn.request(
    496         method,
    497         url,
    498         body=body,
    499         headers=headers,
    500         chunked=chunked,
    501         preload_content=preload_content,
    502         decode_content=decode_content,
    503         enforce_content_length=enforce_content_length,
    504     )
    506 # We are swallowing BrokenPipeError (errno.EPIPE) since the server is
    507 # legitimately able to close the connection after sending a valid response.
    508 # With this behaviour, the received response is still readable.
    509 except BrokenPipeError:

File /opt/venv/lib/python3.12/site-packages/urllib3/connection.py:403, in HTTPConnection.request(self, method, url, body, headers, chunked, preload_content, decode_content, enforce_content_length)
    401 skip_accept_encoding = "accept-encoding" in header_keys
    402 skip_host = "host" in header_keys
--> 403 self.putrequest(
    404     method, url, skip_accept_encoding=skip_accept_encoding, skip_host=skip_host
    405 )
    407 # Transform the body into an iterable of sendall()-able chunks
    408 # and detect if an explicit Content-Length is doable.
    409 chunks_and_cl = body_to_chunks(body, method=method, blocksize=self.blocksize)

File /opt/venv/lib/python3.12/site-packages/urllib3/connection.py:347, in HTTPConnection.putrequest(self, method, url, skip_host, skip_accept_encoding)
    342 if match:
    343     raise ValueError(
    344         f"Method cannot contain non-token characters {method!r} (found at least {match.group()!r})"
    345     )
--> 347 return super().putrequest(
    348     method, url, skip_host=skip_host, skip_accept_encoding=skip_accept_encoding
    349 )

File /usr/local/lib/python3.12/http/client.py:1214, in HTTPConnection.putrequest(self, method, url, skip_host, skip_accept_encoding)
   1212     except UnicodeEncodeError:
   1213         netloc_enc = netloc.encode("idna")
-> 1214     self.putheader('Host', _strip_ipv6_iface(netloc_enc))
   1215 else:
   1216     if self._tunnel_host:

File /usr/local/lib/python3.12/http/client.py:179, in _strip_ipv6_iface(enc_name)
    177 enc_name, percent, _ = enc_name.partition(b"%")
    178 if percent:
--> 179     assert enc_name.startswith(b'['), enc_name
    180     enc_name += b']'
    181 return enc_name

AssertionError: b''

System Information

$ python -m requests.help

  "chardet": {
    "version": null
  },
  "charset_normalizer": {
    "version": "3.4.0"
  },
  "cryptography": {
    "version": ""
  },
  "idna": {
    "version": "3.10"
  },
  "implementation": {
    "name": "CPython",
    "version": "3.12.7"
  },
  "platform": {
    "release": "6.8.0-36-generic",
    "system": "Linux"
  },
  "pyOpenSSL": {
    "openssl_version": "",
    "version": null
  },
  "requests": {
    "version": "2.32.3"
  },
  "system_ssl": {
    "version": "1010117f"
  },
  "urllib3": {
    "version": "2.2.3"
  },
  "using_charset_normalizer": true,
  "using_pyopenssl": false
}