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SendMail from Mathematica 9 on MacOS 10.9

Christopher Purcell, Physicist
Posted 12 years ago
Could someone post an example of a SendMail command that works on MacOS 10.9 (Mavericks) with Mathematica 9?
POSTED BY: Christopher Purcell
12 Replies
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The following has worked for me with Gmail, M 9.0.1, OSX 10.9

SendMail["To" -> "somebody@domain.edu", "Subject" -> "Example Message",
"Body" -> "My text", "From" -> "somebody@gmail.com",
"Server" -> "smtp.gmail.com", "UserName" -> "somebody",
"Password" -> Automatic, "PortNumber" -> 587,
"EncryptionProtocol" -> "StartTLS"]

It looks nearly identical to your version of the command.
POSTED BY: Szabolcs Horvát
POSTED BY: Stephen Wilkus

Unfortunately I am not having much luck with SendMail under Mac OSX. I have tried 2 gmail accounts, 1 iCloud account, and created a Yandex.com account just for testing purpose. I have copy-pasted all the examples above that should work. Both gmail accounts have the Less secured enabled. When using the debugger and breaking on messages, it always seem that Java fails to authenticate. I tried M10 and M9, under Mavericks and Yosemite.

Adding to the mystery, by writing my own SendMail using JavaLink, I am successful in sending emails to those accounts using M10.

Does anyone have any suggestion on what the issue might be?
POSTED BY: Luc Barthelet
POSTED BY: Stephen Wilkus
We will mention a few resources and after you try them you could perhaps give details on what exactly did not work out for you.
POSTED BY: EDITORIAL BOARD

Hello Luc, I assume that Mathematica SendMail is failing to send an email through the Gmail server "smtp.gmail.com" with "From" and "UserName" options both set to the same "your-name@gmail.com" account and that these failures generate "Subject: Google Account: sign-in attempt blocked" "To: 'your-name@gmail.com'" Gmails like that Steve quotes in the post he sent previous to your post. Are these assumptions about your SendMail to Gmail problem correct?
POSTED BY: Christopher Haydock

Hello Luc, I assume that Mathematica SendMail is failing to send an email through the Gmail server "smtp.gmail.com" with "From" and "UserName" options both set to the same "your-name@gmail.com" account and that these failures generate "Subject: Google Account: sign-in attempt blocked" "To: 'your-name@gmail.com'" Gmails like that Steve quotes in the post he sent previous to your post. Are these assumptions about your SendMail to Gmail problem correct?
POSTED BY: Christopher Haydock
peter lindsay
peter lindsay
Posted 11 years ago 
SendMail["To" -> "ausername@me.com", "Subject" -> "Ooo am I not clever", 
 "Body" -> "sending email from Mathematica", 
 "From" -> "anotherusername@mykolab.com", "Server" -> "smtp.mykolab.com", 
 "UserName" -> "anotherusername@mykolab.com", "Password" -> Automatic, 
 "PortNumber" -> 587, "EncryptionProtocol" -> "StartTLS"]

This still seems to work. Now on M10, OS X 10.9.4
POSTED BY: peter lindsay
peter lindsay
peter lindsay
Posted 12 years ago
SendMail["To" -> "ausername@me.com", "Subject" -> "Ooo am I not clever",
"Body" -> "sending email from Mathematica",
"From" -> "anotherusername@mykolab.com", "Server" -> "smtp.mykolab.com",
"UserName" -> "anotherusername@mykolab.com", "Password" -> Automatic,
"PortNumber" -> 587, "EncryptionProtocol" -> "StartTLS"]
POSTED BY: peter lindsay
Christopher, this looks like a specific to your set up problem and we recommend contacting Technical Support Team. Also we a happy to let you know that we have a tutorial on posting published which can explain you how to post more easily, including placing code in designated code blocks so the code will not get corrupted by rich-text formatting applied to regular text in the post. You probably have already seen many people are using those code blocks. How to type up a post: editor tutorial & general tips
POSTED BY: EDITORIAL BOARD
Thanks for sharing that. Now the mystery deepens, since as you say, your SendMail command version is essentially identical to mine, and it appears we have the same Mathematica and MAC OS versions. In fact if I use your template exactly (filling in the placeholders) the result is unchanged ($Failed and same message as above). Firewall settings have no effect. 
POSTED BY: Christopher Purcell
Thank you but I had seen these already and a number of other references on this topic, but none were helpful. The original post was intentionally as concise as I could make it but if you are hungry for more:
As your 3rd reference suggested I abandoned using the Apple iCloud mail server from SendMail and tried gmail instead, but with no improvement, using something like this:
 SendMail[
  "To" -> "someone@mac.com", 
  "Subject" -> "Example Message",
  "Body" -> "My text", 
  "From" -> "someone@gmail.com",
  "Server" -> "smtp.gmail.com", 
  "UserName" -> "someone@gmail.com",
  "Password" -> Automatic,
  "PortNumber" -> 587, 
"ServerAuthentication" -> Automatic, 
"EncryptionProtocol" -> "StartTLS"]

Mathematica returns $Failed and the message: "SendMail::msgerr: Mathematica received an unexpected response during message transport."

I don't see anything in the system logs that indicate trouble. An undocumented "verbose" option accepted by SendMail would be nice about now. Needless to say Mathematica is able to pass the internet connectivity test to the Wolfram servers, and this computer is fully functional in regard to mail by standard means. 
POSTED BY: Christopher Purcell
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