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Mail Protocol, Postfix and Mail Security Howhow Email Email Appears Appears to to Work Works

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Mail Protocol, Postfix and Mail Security Howhow Email Email Appears Appears to to Work Works Mail Protocol, Postfix and Mail security HowHow Email Email Appears Appears to to Work Works 2 HowHow Email Email ReallyReally Works Works 3 Message Format • Envelop – Routing information for the "postman" • Message Header – Sender – Recipients (simple, lists, copies, blind copies) – Other fields of control (date, subject) • Message Body – Free text – Structured document (i.e.: MIME) Message Format From: GZ Kabir <[email protected]> To: Diep Kong < [email protected] > Cc: Moin < [email protected] > Subject: How Internet mail works Hi Kong, I'm going to be running a course on ... ü Format was originally defined by RFC 822 in 1982 ü Now superseded by RFC 2822 ü Message consists of ü Header lines ü A blank line ü Body lines Message Format • Embedded MUA uses inter-process call to send to MTA • Freestanding MUA uses SMTP to send mail • Headers added by the MUA before sending From: GZ Kabir <[email protected]> To: D iep K ong < [email protected] > Cc: Moin < [email protected] > Subject: How Internet mail works Hi Kong, I'm going to be running a course on ... Mail Delivery Agent (MDA) / Mail Transfer Agent (MTA) • Headers added by MTAs From: GZ Kabir <[email protected]> To: Diep Kong < [email protected] > Cc: Moin < [email protected] > Subject: How Internet mail works ….. A message in Transit • A message is transmitted with an envelope: – MAIL FROM:<[email protected]> RCPT TO:<[email protected]> • The envelope is separate from the RFC 2822 message • Envelope (RFC 2821) fields need not be the same as the header (RFC 2822) fields • MTAs are (mainly) concerned with envelopes – Just like the Post Office... • Error (“bounce”) messages have null senders or Postmaster’s – MAIL FROM:<> An SMTP Session telnet mail7i.protonmail.ch 25 Received: from ... 220 mail7i.protonmail.ch ESMTP Postfix ... From: ... EHLO mail-pg0-f54.google.com 250- mail7i.protonmail.ch ... To: ... 250-SIZE 10485760 etc... 250-PIPELINING 250 OK id=10sPdr-00034H-00 250 HELP quit 221 mail-pg0-f54.google.com closing MAIL FROM:<[email protected]> conn... 250 OK RCPT TO:<[email protected]> SMTP return codes 250 Accepted DATA 2xx OK 354 Enter message, ending with “.” 3xx send more data 4xx temporary failure (continued >>>>) 5xx permanent failure DNS Resolution and Transfer Process To find the recipient's IP address and mailbox, the MTA must drill down through the DNS system, which consists of a set of servers distributed across the Internet beginning with the root name servers root servers refer requests for a given domain to the root nameservers that handle requests for that tld – MTA can bypass this step because it has already knows which domain nameservers handle requests for these .tlds e.g. bofh.im asks the appropriate DNS server which Mail Exchange (MX) servers have knowledge of the subdomain or local host in the email address DNS server responds with an MX record: a prioritized list of MX servers for this domain To the DNS server, the server that accepts messages is an MX server. When is transferring messages, it is called an MTA. MTA contacts the MX servers on the MX record in order of priority until it finds the designated host for that address domain sending MTA asks if the host accepts messages for the recipient's username at that domain (i.e., [email protected]) and transfers the message Firewalls, Spam and Virus Filters Firewalls, An email encountering Spam a firewall and Virus Filters may be tested by spam and • An email encounteringvirus filters beforea firewall it is allowed may be tested byto spam pass inside and thevirus firewall filters before it is allowedfilters test to to pass see if inside the the firewall message qualifies as spam or malware • filters test to see if the message qualifies as Ifspam the message or malware contains malware, the file is usually • If the messagequarantined contains and malware, the sender is the file is usuallynotified quarantined and the sender isIf the notified message is identified as spam, it will probably be • If the messagedeleted is identified without notifying as spam, the it will probablysender be. deleted without notifying the sender. 1 6 Troubleshooting Email Issues • transient failures – If a transient error occurs, the MTA will hang onto the message, periodically retrying the delivery until it either succeeds or fails, or until the MTA decides that the transient issue is really a permanent condition. • permanent failures – If the MTA cannot deliver the message (it has received a fatal error message or failed to complete the transfer after repeated attempts), it bounces the message back to the sender. If the sender is a mailing list, the bounce may be handled by automated bounce-handling software. Concept of Mail Protocols Component of Email system ❏ Mail Transport Agent/Message Transfer Agent (MTA) ❏ Mail User Agent (MUA) ❏ Mail Delivery Agent(MDA) MTA The actual mail transfer is done through message transfer agents (MTAs). To send mail, a system must have the client MTA, and to receive mail, a system must have a server MTA. The formal protocol that defines the MTA client and server in the Internet is called Simple Mail Transfer Protocol (SMTP) SMTP uses commands and responses to transfer mail between an MTA client and MTA server. SMTP Mail transfer Flow MTA connection setup MTA Connection Setup..Contd.. Sender opens TCP connection with receiver □ Once connected, receiver identifies itself □ 220 service ready □ Sender identifies itself □ HELO <domain> □ Receiver accepts sender’s identification □ 250OK □ If mail service not available, step 2 above becomes: □ 421 service not available SMTP Exchange of command response pair Message Transfer Sender may send one or more messages to receiver Each message transfer has the following phases: • One MAIL command, identifies originator •Gives reverse path to use for error reporting •Receiver returns 250 OK or appropriate fail/error message • One or more RCPT commands, identifies recipients for the message • Each recipient identified by a separate RCPT • Separate reply for each recipient (250 OK etc.) • One DATA command transfers message text • End of message indicated by line containing just period (.) MTA connection termination MTA connection termination Sender sends QUIT and waits for reply □ Then initiate TCP close operation □ Receiver initiates TCP close after sending reply to QUIT Optimization If message is sent to multiple users on a given host,it is sent only once. ❖ Delivery to users handled by destination host If Multiple messages are ready for given host,a single TCP connection can be used. ❖ Saves overhead of setting up and termination of connection Possible Errors ❖ Host unreachable ❖ Host out of operation ❖ TCP connection fail during transfer ❖ Faulty destination address User error Target user address has changed Redirect if possible Inform user if not Sender re-queue the mail - will retry till a configurable period of time SMTP protocol reliability ❖ TCP connection is used to transfer mail from sender to receiver over TCP connection ❖ Attempts to provide reliable service ❖ No guarantee to recover lost messages ❖ No end-to-end ack to sender ❖ Error indication report not guaranteed SMTP receiver ❖ Accepts arriving message ❖ Places in user mailbox or copies to outbound message queue for forwarding ❖ Receiver must ● verify local mail destination ● deal with errors ❏ Transmission ❏ Lack of disk space SMTP status codes(DSN- Delivery status Notification) Leading digits Indicates catagories 2XX-Positive Completion Reply(Successful) 3XX-Positive Intermediate Reply(Redirection) 4XX-Transient negative completion reply(Client error) 5XX-Permanent negative completion reply(Server error) SMTP status codes..Cont. Problems with SMTP No inherent security n Authentication n Encryption Only uses NVT (Network Virtual Terminal) 7- bit ASCII format E-mails can be forged….. HELO mail.rose.edu MAIL FROM: [email protected] RCPT TO: [email protected] DATA From: Dr. Art Zenner To: Professor Richards Subject: CIT 2243 Professor Richards, By department decree all students in your “Introduction to Unix” class are hereby to be granted automatic A’s. Thank you, Dr. Art Zenner . QUIT Extensions to SMTP MIME – Multipurpose Internet Mail Extensions n Transforms non-ASCII data to NVT (Network Virtual Terminal) ASCII data w Text w Application w Image w Audio w Video MIME and Base64 Encoding If the internet is the information highway, then the path for email is a narrow tunnel n Only very small vehicles can pass trough Then how do you send a big truck through a small ravine? n You have to break it down to smaller pieces and transport the pieces through the ravine, and reassemble the truck MIME and Base64 Encoding The same happens when you send a file attachment via email. This is known as encoding n the binary data (256 bits) is transformed to ASCII text (128 bits n allowing it to fit through the tunnel On the recipient's end, the data is decoded and the original file is rebuilt. Mail Transfer Agents (MTA) MTAs do the actual mail transfers MTAs are not meant to be directly accessed by users. Other MTA’s are: n Postfix n Qmail n MS Exchange n CC:Mail n Lotus Notes n ….etc. Problems with simple SMTP The first one relates to message length. Some older implementations cannot handle messages exceeding 64KB. Another problem relates to timeouts. If the Client and server have different timeouts, one of them may give up while the other is still busy, unexpectedly terminating the connection. Infinite mail storms can be triggered. For example, If host 1 holds mailing list A and host 2 holds mailing list B and each list contains an entry for the other one, then a message sent to either list could generate a never ending amount of email traffic unless somebody checks for it.
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