How Do You DiagnOSe Apple Connectivity

Functioning of Internet Addressing When using the Internet, individuals may have a Public IPv4 address, such as 72.111.27.232, or an IPv6 address, like 2000:e344:93df:3ca1:14f5:4fed:c54:5fce. This can be verified at https://test-ipv6.com/. However, conveying these addresses to those unfamiliar with technical jargon or referencing MAC addresses, such as 08:1a:d8:67:ac:11, can lead to errors and rapid complexities. Functioning of Internet Addressing When using the Internet, individuals may have a Public IPv4 address, such as 72.111.27.232, or an IPv6 address, like 2000:e344:93df:3ca1:14f5:4fed:c54:5fce. This can be verified at https://test-ipv6.com/. However, conveying these addresses to those unfamiliar with technical jargon or referencing MAC addresses, such as 08:1a:d8:67:ac:11, can lead to errors and rapid complexities.

Functioning of Internet Addressing

When using the Internet, individuals may have a Public IPv4 address, such as 72.111.27.232, or an IPv6 address, like 2000:e344:93df:3ca1:14f5:4fed:c54:5fce. This can be verified at https://test-ipv6.com/. However, conveying these addresses to those unfamiliar with technical jargon or referencing MAC addresses, such as 08:1a:d8:67:ac:11, can lead to errors and rapid complexities. Moreover, this method lacks historical data, particularly with past incidents.

To access a website like https://schamberger-conroy.co, it is necessary to first connect to a DNS server, which translates the host section (schamberger-conroy) in combination with the URL’s Top Level Domain (co) into an IP address, such as 242.92.0.6. Additionally, when making web requests, the computer and browser send their type, for example:
Mozilla/5.0 (Macintosh; Intel Mac OS X 10_9_3) AppleWebKit/537.75.14 (KHTML, like Gecko) Version/7.0.3 Safari/7046A194A

Significance of Default Gateways

Typically, the default gateway is an address configured automatically via DHCP, such as 192.0.0.80 (usually ending in .1 or .254 depending on the scope size). This is where all computer traffic is sent for further routing. For IPv6, a more detailed explanation can be found in our article how-to-fix-ipv6-connectivity/, and it is possible to check on Mac or Linux 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  192.0.0.80    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   fe80:4439:51f4:64a9:ec32%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): {161.101.97.96, 84.110.136.110}
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 08:1a:d8:67:ac:11
  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 08:0d:e6:67:42:da
}

Solutions for Troubleshooting Wired and Wireless Connections

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

Tips and Tricks for Apple macOS / OSX Users

Regardless of your version of OSX/macOS - whether it’s 10.14.5, 11.1.7, or 12.0.4 - there are various troubleshooting tools available. However, these manual actions and scripts do not provide a set of correlated values over time. This is where automated remote troubleshooting becomes valuable, especially for teams that have adopted remote work and Work From Anywhere (WFA).

Useful Built-in Scripts

A useful tool on OSX/macOS is sudo wdutil info, which provides a dump of current wireless settings to the CLI and can also generate specific logs for troubleshooting. Additionally, the sysdiagnose tool can be used to generate a wide range of logs, although much of it is only relevant to wireless settings at a specific point in time, 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, use the command sudo /usr/bin/sysdiagnose, but keep in mind that it will give a privacy warning. If not run in the background, it should open Finder in the correct location, or you can navigate to /var/tmp using Finder or with the shortcut Cmd+Shift+G. Be cautious of the file sizes, which are typically around 300MB.

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