The "Email this issue" plugin seems to fit your requirements.
It handles cc: and emails to people external to your organization (without them needing to be JIRA users).
The body of the email will be added to the issue as a comment... thus giving you an audit trail that records that the email was sent.
So far, none of these responses seems to address what I want to do. I am not trying to send email from a mail client to both Jira and aome individuals, though that is useful too.
What I am trying to do is enter a comment from the web interface. When I enter the comment, I want to also add one or more email recipients for that comment only. I don't want these recipients to be watchers of the case. The watchers will of course get an email update anyway.
As an example, the recipient might be someone else within my organization whom I want to make aware of what I am doing, or might be a customer who should get an update on the progress of an issue he reported.
You can add those users as watchers to your issue and whenever you have a comment, Jira will send out a mail to the watchers if you have set the Notification Scheme associated with the project to do the same.
Of course this means that each of these email-ids are associated with a user within Jira.
From the face of it, Id suggest just adding a cc: (no, really!)? if you already know the address is there a problem with that? Sometimes, you might want to cnosider flipping it around, mailing the user and send a cc: to a JIRA issue, which might be more personal and retain a record in JIRA. Can you expand on your expected use?
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