Hi,
Welcome to the Microsoft forum.
I did some testing and found that when you add an alias named "no-brucej" for user brucej, you cannot use the alias to log in to Outlook. This is because aliases cannot be used as login credentials, they can only be used to receive emails. When you have an alias and send an email, the original email address is still displayed in the FROM part:
The difference is that other users can send emails to your alias email address :
Therefore, your application will not send mail using [******@mydomain.com].
Hope this helps.