O'Reilly: SSL Protocol (Apache: The Definitive Guide)

D.1. Handshake Protocol

The handshake protocol is responsible for selecting a CipherSpec and generating a MasterSecret, which together comprise the primary cryptographic parameters associated with a secure session. The handshake protocol can also optionally authenticate parties who have certificates signed by a trusted certificate authority.

D.1.1. Authentication and Key Exchange

SSL supports three authentication modes: authentication of both parties, server authentication with an unauthenticated client, and total anonymity. Whenever the server is authenticated, the channel should be secure against man-in-the-middle attacks, but completely anonymous sessions are inherently vulnerable to such attacks. Anonymous servers cannot authenticate clients, since the client signature in the certificate verify message may require a server certificate to bind the signature to a particular server. If the server is authenticated, its certificate message must provide a valid certificate chain leading to an acceptable certificate authority. Similarly, authenticated clients must supply an acceptable certificate to the server. Each party is responsible for verifying that the other's certificate is valid and has not expired or been revoked.

The general goal of the key exchange process is to create a pre_master_secret known to the communicating parties and not to attackers. The pre_master_secret will be used to generate the master_secret. The master_secret is required to generate the finished messages, encryption keys, and MAC secrets. By sending a correct finished message, parties prove that they know the correct pre_master_secret.

D.1.1.1. Anonymous key exchange

Completely anonymous sessions can be established using RSA, Diffie-Hellman, or Fortezza for key exchange. With anonymous RSA, the client encrypts a pre_master_secret with the server's uncertified public key extracted from the server key exchange message. The result is sent in a client key exchange message. Since eavesdroppers do not know the server's private key, it will be infeasible for them to decode the pre_master_secret.

With Diffie-Hellman or Fortezza, the server's public parameters are contained in the server key exchange message and the client's are sent in the client key exchange message. Eavesdroppers who do not know the private values should not be able to find the Diffie-Hellman result (i.e., the pre_master_secret) or the Fortezza token encryption key (TEK).

WARNING

Completely anonymous connections only provide protection against passive eavesdropping. Unless an independent tamper-proof channel is used to verify that the finished messages were not replaced by an attacker, server authentication is required in environments where active man-in-the-middle attacks are a concern.

D.1.1.2. RSA key exchange and authentication

With RSA, key exchange and server authentication are combined. The public key may be either contained in the server's certificate or may be a temporary RSA key sent in a server key exchange message. When temporary RSA keys are used, they are signed by the server's RSA or DSS certificate. The signature includes the current ClientHello.random, so old signatures and temporary keys cannot be replayed. Servers may use a single temporary RSA key for multiple negotiation sessions.

NOTE

The temporary RSA key option is useful if servers need large certificates but must comply with government-imposed size limits on keys used for key exchange.

After verifying the server's certificate, the client encrypts a pre_master_secret with the server's public key. By successfully decoding the pre_master_secret and producing a correct finished message, the server demonstrates that it knows the private key corresponding to the server certificate.

When RSA is used for key exchange, clients are authenticated using the certificate verify message (see Section 7.6.8). The client signs a value derived from the master_secret and all preceding handshake messages. These handshake messages include the server certificate, which binds the signature to the server, and ServerHello.random, which binds the signature to the current handshake process.

D.1.1.3. Diffie-Hellman key exchange with authentication

When Diffie-Hellman key exchange is used, the server can either supply a certificate containing fixed Diffie-Hellman parameters or use the client key exchange message to send a set of temporary Diffie-Hellman parameters signed with a DSS or RSA certificate. Temporary parameters are hashed with the hello.random values before signing to ensure that attackers do not replay old parameters. In either case, the client can verify the certificate or signature to ensure that the parameters belong to the server.

If the client has a certificate containing fixed Diffie-Hellman parameters, its certificate contains the information required to complete the key exchange. Note that in this case the client and server will generate the same Diffie-Hellman result (i.e., pre_master_secret) every time they communicate. To prevent the pre_master_secret from staying in memory any longer than necessary, it should be converted into the master_secret as soon as possible. Client Diffie-Hellman parameters must be compatible with those supplied by the server for the key exchange to work.

If the client has a standard DSS or RSA certificate or is unauthenticated, it sends a set of temporary parameters to the server in the client key exchange message, then optionally uses a certificate verify message to authenticate itself.

D.1.1.4. Fortezza

Fortezza's design is classified, but at the protocol level it is similar to Diffie-Hellman with fixed public values contained in certificates. The result of the key exchange process is the token encryption key (TEK), which is used to wrap data encryption keys, client write key, server write key, and master secret encryption key. The data encryption keys are not derived from the pre_master_secret because unwrapped keys are not accessible outside the token. The encrypted pre_master_secret is sent to the server in a client key exchange message.

D.1.2. Version Rollback Attacks

Because SSL Version 3.0 includes substantial improvements over SSL Version 2.0, attackers may try to make Version 3.0-capable clients and servers fall back to Version 2.0. This attack occurs if (and only if) two Version 3.0-capable parties use an SSL 2.0 handshake.

Although the solution using non-random PKCS #1 block type 2 message padding is inelegant, it provides a reasonably secure way for Version 3.0 servers to detect the attack. This solution is not secure against attackers who can brute force the key and substitute a new ENCRYPTED-KEY-DATA message containing the same key (but with normal padding) before the application-specified wait threshold has expired. Parties concerned about attacks of this scale should not be using 40-bit encryption keys anyway. Altering the padding of the least significant 8 bytes of the PKCS padding does not impact security, since this is essentially equivalent to increasing the input block size by 8 bytes.

D.1.3. Detecting Attacks Against the Handshake Protocol

An attacker might try to influence the handshake exchange to make the parties select different encryption algorithms than they would normally choose. Because many implementations will support 40-bit exportable encryption and some may even support null encryption or MAC algorithms, this attack is of particular concern.

For this attack, an attacker must actively change one or more handshake messages. If this occurs, the client and server will compute different values for the handshake message hashes. As a result, the parties will not accept each others' finished messages. Without the master_secret, the attacker cannot repair the finished messages, so the attack will be discovered.

D.1.4. Resuming Sessions

When a connection is established by resuming a session, new ClientHello.random and ServerHello.random values are hashed with the session's master_secret. Provided that the master_secret has not been compromised and that the hash operations used to produce the encryption keys and MAC secrets are secure, the connection should be secure and effectively independent from previous connections. Attackers cannot use known encryption keys or MAC secrets to compromise the master_secret without breaking the secure hash operations (which use both SHA and MD5).

Sessions cannot be resumed unless both the client and server agree. If either party suspects that the session may have been compromised, or that certificates may have expired or been revoked, it should force a full handshake. An upper limit of 24 hours is suggested for session ID lifetimes, since an attacker who obtains a master_secret may be able to impersonate the compromised party until the corresponding session ID is retired. Applications that may be run in relatively insecure environments should not write session IDs to stable storage.

D.1.5. MD5 and SHA

SSL uses hash functions very conservatively. Where possible, both MD5 and SHA are used in tandem to ensure that non-catastrophic flaws in one algorithm will not break the overall protocol.