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Sending Emails using Workflow vs using the Send Email button.

Hello All
Can anyone explain to me why emails sent using Workflow rules act differently then when using the Send Email button.
When sending via a Workflow rule, it will not get listed in the Activity History. Also, if it is a bad email address, I do not receive an Undeliverable message.
I am just trying to understand if these are two different operations.
Thanks in advance