Understand OSX IP Settings

Understanding the Functioning of Internet Addressing When using the Internet, you might have a Public IPv4 address similar to 216.190.32.42 or an IPv6 address like 2000:8ad8:eaf5:cb50:6c05:7b53:2c2e:880b. Verifying this information can be done through https://test-ipv6.com/. However, for those who are not tech-savvy, relaying or referencing these addresses, or MAC addresses like 91:54:c6:fe:a1:82, can often lead to errors and become complex quickly. Understanding the Functioning of Internet Addressing When using the Internet, you might have a Public IPv4 address similar to 216.190.32.42 or an IPv6 address like 2000:8ad8:eaf5:cb50:6c05:7b53:2c2e:880b. Verifying this information can be done through https://test-ipv6.com/. However, for those who are not tech-savvy, relaying or referencing these addresses, or MAC addresses like 91:54:c6:fe:a1:82, can often lead to errors and become complex quickly.

Understanding the Functioning of Internet Addressing

When using the Internet, you might have a Public IPv4 address similar to 216.190.32.42 or an IPv6 address like 2000:8ad8:eaf5:cb50:6c05:7b53:2c2e:880b. Verifying this information can be done through https://test-ipv6.com/. However, for those who are not tech-savvy, relaying or referencing these addresses, or MAC addresses like 91:54:c6:fe:a1:82, can often lead to errors and become complex quickly. Moreover, this does not provide any historical data, especially from when previous issues occurred.

In order to access a website such as https://reichel.org, you initially reach out to a DNS server to convert the host portion (reichel) combined with the Top Level Domain (org) of the URL into an IP address like 45.108.167.205. Your computer and browser include its type in all web requests, for example:
Mozilla/5.0 (Windows; U; Win 9x 4.90; SG; rv:1.9.2.4) Gecko/20101104 Netscape/9.1.0285

The Significance of Default Gateways

Your default gateway is generally an address that is automatically configured via DHCP. It provides you with a default gateway like 192.168.253.82 (although they generally end in .1 or .254 depending on the scope size) and this is where your computer sends all its traffic to be routed onwards. For IPv6, you can delve deeper into this by visiting how-to-fix-ipv6-connectivity/ - but on Mac or Linux, you can check using:

IPv4 Routes and the Host IPv4 Route Table (inc. VPN)

netstat -rn -f inet | egrep -i "default|0/1|128.0/1"

0/1      172.18.12.193  UGScg  utun3
default  192.168.253.82    UGScg  en0
128.0/1  172.18.12.193  UGSc   utun3

Note: We are not just looking for the default but also for any VPN that overrides the public v4 address space.

IPv6 Routes and the Host IPv6 Route Table (inc. VPN)

netstat -rn -f inet6 | egrep -i "default|2000::/3"

If you have IPv6 active the above should return at least one route (as per below) via a known interface such as “en0 " on a Mac.

default   fe80:4ef9:1f75:108d:de78%en0  UGcg   en0
default   fe80::%utun0                   UGcIg  utun0
default   fe80::%utun1                   UGcIg  utun1
default   fe80::%utun2                   UGcIg  utun2
2000::/3  utun3                          USc    utun3

Note: We are not just looking for the default but also for any VPN that overrides the public v6 address space.

Debugging DHCP for both IPv4 and IPv6

To get a look at the low level DHCP configuration (Mac/Linux):

ipconfig getpacket en0

...
domain_name_server (ip_mult): {121.235.172.173, 36.216.45.105}
end (none):
...

So, in the above we are not getting IPv6 DNS servers from the DHCPv4 reply but…

ipconfig getv6packet en0

DHCPv6 REPLY (7) Transaction ID 0x80940b Length 76
Options[4] = {
  CLIENTID (1) Length 14: DUID LLT HW 1 Time 668691856 Addr 91:54:c6:fe:a1:82
  DNS_SERVERS (23) Length 32: 2606:4700:4700::1111, 2001:4860:4860::8844
  DOMAIN_LIST (24) Length 0:  Invalid
  SERVERID (2) Length 10: DUID LL HW 1 Addr df:c0:b8:c2:9c:65
}

Resolve Issues with Wired or Wireless Networks

When it comes to sending data to your router, you may be utilizing a wired or wireless (Wi-Fi) medium at the physical and data layer.

Steps for Apple macOS / OSX Troubleshooting

Regardless of the version of OSX/macOS you are using, whether it’s 10.15.4, 11.1.3, or 12.1.3, there are various troubleshooting tools available. However, these manual actions and scripts do not provide a series of correlated values over time. This is where automated remote troubleshooting becomes valuable, particularly for teams that are embracing remote work and Work From Anywhere (WFA).

Utilize Built-in Scripts for Assistance

An extremely useful tool on OSX/macOS is the sudo wdutil info command, which provides a dump of current wireless settings to the CLI and can also be configured to generate specific logs for troubleshooting purposes. Furthermore, the sysdiagnose tool can be used to generate a wide range of logs, although much of it is only relevant at a specific point in time in relation to wireless, similar to wdutil.

To run sysdiagnose in the background and write logs to /var/tmp/<blah>.tar.gz, use the command sudo nohup /usr/bin/sysdiagnose -u &. If you prefer to run it interactively, you can use sudo /usr/bin/sysdiagnose, which will open Finder to the correct location or you can navigate to /var/tmp using Finder with Cmd+Shift+G. Keep in mind that the file sizes are approximately 300MB.

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