Email

Electronic mail (abbreviated "e-mail", "E-mail", or "email") is a store and forward method of composing, sending, storing, and receiving messages over electronic communication systems. The term "e-mail" (as a noun or verb) applies both to the Internet e-mail system based on the Simple Mail Transfer Protocol (SMTP) and to intranet systems allowing users within one organization to e-mail each other. Often these workgroup collaboration organizations may use the Internet protocols for internal e-mail service.

Origins of e-mail

E-mail predates the inception of the internet, and was in fact a crucial tool in creating the Internet. MIT first demonstrated the Compatible Time-Sharing System (CTSS) in 1961. It allowed multiple users to log into the IBM 7094 from remote dial-up terminals, and to store files online on disk. This new ability encouraged users to share information in new ways. E-mail started in 1965 as a way for multiple users of a time-sharing mainframe computer to communicate. Although the exact history is murky, among the first systems to have such a facility were SDC's Q32 and MIT's CTSS.

E-mail was quickly extended to become network e-mail, allowing users to pass messages between different computers. The messages could be transferred between users on different computers by at least 1966 (it is possible the SAGE system had something similar some time before).

The ARPANET computer network made a large contribution to the development of e-mail. There is one report [1] which indicates experimental inter-system e-mail transfers on it shortly after its creation, in 1969. Ray Tomlinson initiated the use of the @ sign to separate the names of the user and their machine in 1971 [2]. The ARPANET significantly increased the popularity of e-mail, and it became the killer app of the ARPANET.

Modern Internet e-mail

Internet e-mail in Modern Society

Flaming

Many observers bemoan the rise of flaming in written communications. Flaming occurs when one user, usually upset at another user, e-mails the second user an angry and/or antagonistic message. Flaming is assumed to be more common today because of the ease and impersonality of e-mail communications: confrontations in person or over the phone will often be personal-enough to encourage conversants to "hold their tongue," and typing an unhappy message to another is far easier than seeking that other out and confronting him/her directly.

Text/HTML

Both plain text and HTML are used to convey e-mail. While text is certain to be read by all users without problems, many users feel that HTML-based e-mail has a higher aesthetic value. Advantages of HTML include the ability to include inline links and images, set apart previous messages in block quotes, wrap naturally on any display, use emphasis such as underlines and italics, and change font styles. HTML e-mails often include an automatically-generated plain text copy as well, for compatibility reasons.

How Internet e-mail works

The diagram above shows a typical sequence of events that takes place when Alice composes a message using her mail user agent (MUA). She types in, or selects from an address book, the e-mail address of her correspondent. She hits the "send" button.

1. Her MUA formats the message in Internet e-mail format and uses the Simple Mail Transfer Protocol (SMTP) to send the message to the local mail transfer agent (MTA), in this case smtp.a.org, run by Alice's Internet Service Provider (ISP).
2. The MTA looks at the destination address provided in the SMTP protocol (not from the message header), in this case bob@b.org. An Internet e-mail address is a string of the form localpart@domain.example, which is known as a Fully Qualified Domain Address (FQDA). The part before the @ sign is the local part of the address, often the username of the recipient, and the part after the @ sign is a domain name. The MTA looks up this domain name in the Domain Name System to find the mail exchange servers accepting messages for that domain.
3. The DNS server for the b.org domain, ns.b.org, responds with an MX record listing the mail exchange servers for that domain, in this case mx.b.org, a server run by Bob's ISP.
4. smtp.a.org sends the message to mx.b.org using SMTP, which delivers it to the mailbox of the user bob.
5. Bob presses the "get mail" button in his MUA, which picks up the message using the Post Office Protocol (POP3).

This sequence of events applies to the majority of e-mail users. However, there are many alternative possibilities and complications to the e-mail system:

• Alice or Bob may use a client connected to a corporate e-mail system, such as IBM's Lotus Notes or Microsoft's Exchange. These systems often have their own internal e-mail format and their clients typically communicate with the e-mail server using a vendor-specific, proprietary protocol. The server sends or receives e-mail via the Internet through the product's Internet mail gateway which also does any necessary reformatting. If Alice and Bob work for the same company, the entire transaction may happen completely within a single corporate e-mail system.
• Alice may not have a MUA on her computer but instead may connect to a webmail service.
• Alice's computer may run its own MTA, so avoiding the transfer at step 1.
• Bob may pick up his e-mail in many ways, for example using the Internet Message Access Protocol, by logging into mx.b.org and reading it directly, or by using a webmail service.
• Domains usually have several mail exchange servers so that they can continue to accept mail when the main mail exchange server is not available.
• E-mails are not secure if e-mail encryption is not used correctly.

It used to be the case that many MTAs would accept messages for any recipient on the Internet and do their best to deliver them. Such MTAs are called open mail relays. This was important in the early days of the Internet when network connections were unreliable. If an MTA couldn't reach the destination, it could at least deliver it to a relay that was closer to the destination. The relay would have a better chance of delivering the message at a later time. However, this mechanism proved to be exploitable by people sending unsolicited bulk e-mail and as a consequence very few modern MTAs are open mail relays, and many MTAs will not accept messages from open mail relays because such messages are very likely to be spam.

Note that the people, e-mail addresses and domain names in this explanation are fictional: see Alice and Bob.

Internet e-mail format

The format of Internet e-mail messages is defined in RFC 2822 and a series of RFCs, RFC 2045 through RFC 2049, collectively called Multipurpose Internet Mail Extensions (MIME). Although as of July 13 2005 (see [3]) RFC 2822 is technically a proposed IETF standard and the MIME RFCs are draft IETF standards, these documents are the de facto standards for the format of Internet e-mail. Prior to the introduction of RFC 2822 in 2001 the format described by RFC 822 was the de facto standard for Internet e-mail for nearly two decades; it is still the official IETF standard. The IETF reserved the numbers 2821 and 2822 for the updated versions of RFC 821 (SMTP) and RFC 822, honoring the extreme importance of these two RFCs. RFC 822 was published in 1982 and based on the earlier RFC 733.

Internet e-mail messages consist of two major sections:

• Header — Structured into fields such as summary, sender, receiver, and other information about the e-mail
• Body — The message itself as unstructured text; sometimes containing a signature block at the end

The header is separated from the body by a blank line.

Internet e-mail header

The message header consists of fields, usually including at least the following:

1. From: The e-mail address, and optionally name, of the sender of the message
2. To: The e-mail address[es], and optionally name[s], of the receiver[s] of the message
3. Subject: A brief summary of the contents of the message
4. Date: The local time and date when the message was originally sent

Each header field has a name and a value. RFC 2822 specifies the precise syntax. Informally, the field name starts in the first character of a line, followed by a ":", followed by the value which is continued on non-null subsequent lines that have a space or tab as their first character. Field names and values are restricted to 7-bit ASCII characters. Non-ASCII values may be represented using MIME encoded words.

Note that the "To" field in the header is not necessarily related to the addresses to which the message is delivered. The actual delivery list is supplied in the SMTP protocol, not extracted from the header content. The "To" field is similar to the greeting at the top of a conventional letter which is delivered according to the address on the outer envelope. Also note that the "From" field does not have to be the real sender of the e-mail message. It is very easy to fake the "From" field and let a message seem to be from any mail address. It is possible to digitally sign e-mail, which is much harder to fake. Some Internet service providers do not relay e-mail claiming to come from a domain not hosted by them, but very few (if any) check to make sure that the person or even e-mail address named in the "From" field is the one associated with the connection. Some internet service providers apply e-mail authentication systems to e-mail being sent through their MTA to allow other MTAs to detect forged spam that might apparently appear to be from them.

Other common header fields include:

1. Cc: carbon copy
2. Bcc: Blind Carbon Copy
3. Received: Tracking information generated by mail servers that have previously handled a message
4. Content-Type: Information about how the message has to be displayed, usually a MIME type

Many e-mail clients present "Bcc" (Blind carbon copy, recipients not visible in the "To" field) as a header field. Different protocols are used to deal with the "Bcc" field; at time the entire field is removed, and at times the field remains but the addresses therein are removed. Addresses added as "Bcc" are only added to the SMTP delivery list, and do not get included in the message data. There are differing impressions on the RFC 2822 Protocol pertaining to this subject.

IANA maintains a list of standard header fields.

E-mail content encoding

E-mail was originally designed for 7-bit ASCII. Much e-mail software is 8-bit clean but must assume it will be communicating with 7-bit servers and mail readers. The MIME standard introduced charset specifiers and two content transfer encodings to encode 8 bit data for transmission: quoted printable for mostly 7 bit content with a few characters outside that range and base64 for arbitrary binary data. The 8BITMIME extension was introduced to allow transmission of mail without the need for these encodings but many mail transport agents still don't support it fully. For international character sets, Unicode is growing in popularity.

Saved message filename extension

Most, but not all, e-mail clients save individual messages as separate files, or allow users to do so. Different applications save e-mail files with different filename extensions.

.eml

This is the default e-mail extension for Mozilla Thunderbird and is used by Microsoft Outlook Express.

.emlx

Used by Apple Mail.

.msg

Used by Microsoft Office Outlook.

Messages and mailboxes

Messages are exchanged between hosts using the Simple Mail Transfer Protocol with software programs called mail transport agents. Users can download their messages from servers with standard protocols such as the POP or IMAP protocols, or, as is more likely in a large corporate environment, with a proprietary protocol specific to Lotus Notes or Microsoft Exchange Servers.

Mail can be stored either on the client, on the server side, or in both places. Standard formats for mailboxes include Maildir and mbox. Several prominent e-mail clients use their own proprietary format and require conversion software to transfer e-mail between them.

When a message cannot be delivered, the recipient MTA must send a bounce message back to the sender, indicating the problem.

Spamming and e-mail worms

The usefulness of e-mail is being threatened by three phenomena: spamming, phishing and e-mail worms.

Spamming is unsolicited commercial e-mail. Because of the very low cost of sending e-mail, spammers can send hundreds of millions of e-mail messages each day over an inexpensive Internet connection. Hundreds of active spammers sending this volume of mail results in information overload for many computer users who receive tens or even hundreds of junk messages each day.

E-mail worms use e-mail as a way of replicating themselves into vulnerable computers. Although the first e-mail worm affected UNIX computers, the problem is most common today on the more popular Microsoft Windows operating system.

The combination of spam and worm programs results in users receiving a constant drizzle of junk e-mail, which reduces the usefulness of e-mail as a practical tool.

A number of anti-spam techniques mitigate the impact of spam. In the United States, U.S. Congress has also passed a law, the Can Spam Act of 2003, attempting to regulate such e-mail. Australia also has very strict spam laws restricting the sending of spam from an Australian ISP (http://www.aph.gov.au/library/pubs/bd/2003-04/04bd045.pdf), but its impact has been minimal since most spam comes from regimes that seem reluctant to regulate the sending of spam.

Privacy problems regarding e-mail

E-mail privacy, without some security precautions, can be compromised because

• e-mail messages are generally not encrypted;
• e-mail messages have to go through intermediate computers before reaching their destination, meaning it is relatively easy for others to intercept and read messages;
• many Internet Service Providers (ISP) store copies of your e-mail messages on their mail servers before they are delivered. The backups of these can remain up to several months on their server, even if you delete them in your mailbox;
• the Received: headers and other information in the e-mail can often identify the sender, preventing anonymous communication.

There are cryptography applications that can serve as a remedy to one or more of the above. For example, Virtual Private Networks or the Tor anonymity network can be used to encrypt traffic from the user machine to a safer network while GPG, PGP or S/MIME can be used for end-to-end message encryption, and SMTP STARTTLS or SMTP over Transport Layer Security/Secure Sockets Layer can be used to encrypt communications for a single mail hop between the SMTP client and the SMTP server.

Another risk is that e-mail passwords might be intercepted during sign-in. One may use encrypted authentication schemes such as SASL to help prevent this.

See also

• E-mail art
• BlackBerry
• HTML e-mail
• Internet fax
• Spam
• biff
• e-mail encryption

E-mail social issues

• E-mail spoofing
• Netiquette
• Information overload
• Internet humor
• Internet slang
• Spam
• Anti-spam techniques (e-mail)
• Computer virus
• E-card
• Usenet quoting

Clients and servers

• E-mail client, Comparison of e-mail clients
• E-mail address
• E-mail authentication
• Internet mail standards
• Mail transfer agent
• Webmail
• E-mail hosting service
• Unicode and e-mail

Mailing list

• Electronic mailing list
• Mailing list archive
• Anonymous remailer
• Disposable e-mail address
• E-mail tracking
• E-mail Encryption
• How to forge email

References

Bibliography

• Free On-line Dictionary of Computing

External links

• The First Network Email
• M. A. Padlipsky, And They Argued All Night... is an alternative personal recollection of the origins of network e-mail
• E-mail training significantly reduces e-mail defects — from the International Journal of Information Management
• The History of Electronic Mail is a personal memoir by the implementer of one of the first e-mail systems
• IANA's list of standard header fields