Length extension attack
This attack can be done on hashes with construction H(secret ∥ message) when message and the length of secret is known. Algorithms like MD5 and SHA-1 that are based on the Merkle–Damgård construction are susceptible to this kind of attack. Note that since HMAC doesn't use the construction H(key ∥ message), HMAC hashes using susceptible algorithms are not prone to length extension attacks. The SHA-3 algorithm is not susceptible to this attack. 
The vulnerable hashing functions work by taking the input message, and using it to transform an internal state. After all of the input has been processed, the hash digest is generated by outputting the internal state of the function. It is therefore possible to reconstruct the internal state from the hash digest, which can then be used to process the new data. In this way one may extend the message and compute the hash that is a valid signature for the new message.
A server for delivering waffles of a specified type to a specific user at a location could be implemented to handle requests of the given format:
Original Data: count=10&lat=37.351&user_id=1&long=-119.827&waffle=eggo Original Signature: 6d5f807e23db210bc254a28be2d6759a0f5f5d99
The server would perform the request given (to deliver a waffle of type eggo to the given location for user 1) only if the signature is valid for the user. The signature used here is a MAC, signed with a key not known to the attacker. (This example is also vulnerable to a replay attack, by sending the same request and signature a second time.)
It is possible for an attacker to modify the request, in this example switching the requested waffle from "eggo" to "liege." This can be done by taking advantage of a flexibility in the message format: duplicate content in the query string give preferences to the latter value. This flexibility does not indicate an exploit in the message format, because the message format was never designed to be cryptographically secure in the first place, without the signature algorithm to help it.
Desired New Data: count=10&lat=37.351&user_id=1&long=-119.827&waffle=eggo&waffle=liege
In order to sign this new message, typically the attacker would need to know the key the message was signed with, and generate a new signature by generating a new MAC. However, with a length extension attack, it is possible to feed the hash (the signature given above) into the state of the hashing function, and continue where the original request had left off, so long as you know the length of the original request. In this request, the original key's length was 14 bytes, which could be determined by trying forged requests with various assumed lengths, and checking which length results in a request that the server accepts as valid.
The message as fed into the hashing function is often padded, as many algorithms can only work on input messages whose lengths are a multiple of some given size. The content of this padding is always specified by the hash function used. The attacker must include all of these padding bits in his forged message before the internal states of his message and the original will line up. Thus, the attacker constructs a slightly different message using these padding rules:
New Data: count=10&lat=37.351&user_id=1&long=-119.827&waffle=eggo\x80\x00\x00 \x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00 \x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00 \x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00\x00 \x00\x00\x00\x02(&waffle=liege
This message includes all of the padding that was appended to the original message inside of the hash function before his payload (in this case, a 0x80 followed by a number of 0x00s and a message length appended at the end). The attacker knows that the state behind the hashed key/message pair for the original message is identical to that of new message up to the final "&." The attacker also knows the hash digest at this point, which means they know the internal state of the hashing function at that point. It is then trivial to initialize a hashing algorithm at that point, input the last few characters, and generate a new digest which can sign his new message without the original key.
New Signature: 0e41270260895979317fff3898ab85668953aaa2
By combining the new signature and new data into a new request, the server will see the forged request as a valid request due to the signature being the same as it would have been generated if the password was known.
This attack has mostly been used for forging signed data, but it does have other possibilities.
There are not many known tools for implementing this attack. One tool which uses OpenSSL to implement this attack for various hash algorithms is HashPump. This tool supports the Length Extension Attack for MD5, SHA1, SHA256 and SHA512. SHA224 and SHA384 are not vulnerable to this attack due to their reduced output of their state variables, instead of all their state variables.
- Flickr API Signature Forgery Vulnerability
- Keccak team. "Strengths of Keccak - Design and security". Retrieved 30 January 2013. "Unlike SHA-1 and SHA-2, Keccak does not have the length-extension weakness, hence does not need the HMAC nested construction. Instead, MAC computation can be performed by simply prepending the message with the key."
- Wallace, Brian. "Hash Length Extension Attack".[dead link]