BTW I've followed the instructions therein to log the events and you can
see below the results:

2019-08-08 21:30:15.478000 UTC - [5220:Main Thread]: I/SMTP SMTP Connecting to: 
xxx.xxx.xxx.xx:110
2019-08-08 21:30:15.525000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 0
2019-08-08 21:30:15.525000 UTC - [5220:Main Thread]: I/SMTP SMTP Response: +OK 
Hello there.
2019-08-08 21:30:15.525000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 14
2019-08-08 21:30:16.500000 UTC - [5220:Main Thread]: I/SMTP SMTP Send: QUIT

2019-08-08 21:30:16.500000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 0
2019-08-08 21:30:16.519000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 0
2019-08-08 21:30:16.519000 UTC - [5220:Main Thread]: I/SMTP SMTP Response: +OK 
Better luck next time.
2019-08-08 21:30:16.519000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 11
2019-08-08 21:30:16.530000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 12
2019-08-08 21:30:16.530000 UTC - [5220:Main Thread]: I/SMTP SMTP connection 
error quitting 80004004, ignoring 
2019-08-08 21:30:17.789000 UTC - [5220:Main Thread]: I/SMTP SMTP Connecting to: 
xxx.xxx.xxx.xx:110
2019-08-08 21:30:17.839000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 0
2019-08-08 21:30:17.839000 UTC - [5220:Main Thread]: I/SMTP SMTP Response: +OK 
Hello there.
2019-08-08 21:30:17.839000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 14
2019-08-08 21:30:18.812000 UTC - [5220:Main Thread]: I/SMTP SMTP Send: QUIT

2019-08-08 21:30:18.812000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 0
2019-08-08 21:30:18.832000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 0
2019-08-08 21:30:18.832000 UTC - [5220:Main Thread]: I/SMTP SMTP Response: +OK 
Better luck next time.
2019-08-08 21:30:18.832000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 11
2019-08-08 21:30:18.842000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 12
2019-08-08 21:30:18.842000 UTC - [5220:Main Thread]: I/SMTP SMTP connection 
error quitting 80004004, ignoring 
2019-08-08 21:30:19.852000 UTC - [5220:Main Thread]: I/SMTP SMTP Connecting to: 
xxx.xxx.xxx.xx:110
2019-08-08 21:30:19.912000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 0
2019-08-08 21:30:19.912000 UTC - [5220:Main Thread]: I/SMTP SMTP Response: +OK 
Hello there.
2019-08-08 21:30:19.912000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 14
2019-08-08 21:30:20.944000 UTC - [5220:Main Thread]: I/SMTP SMTP Send: QUIT

2019-08-08 21:30:20.944000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 0
2019-08-08 21:30:20.964000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 0
2019-08-08 21:30:20.964000 UTC - [5220:Main Thread]: I/SMTP SMTP Response: +OK 
Better luck next time.
2019-08-08 21:30:20.964000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 11
2019-08-08 21:30:20.974000 UTC - [5220:Main Thread]: I/SMTP SMTP entering 
state: 12
2019-08-08 21:30:20.974000 UTC - [5220:Main Thread]: I/SMTP SMTP connection 
error quitting 80004004, ignoring

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https://bugs.launchpad.net/bugs/1215882

Title:
  Emails are silently discarded on 554 reply to STARTTLS

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