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Chapter 4. Symmetric Cryptography Fundamentals

Strong cryptography is a critical piece of information security that can be applied at many levels, from data storage to network communication. One of the most common classes of security problems people introduce is the misapplication of cryptography. It's an area that can look deceptively easy, when in reality there are an overwhelming number of pitfalls. Moreover, it is likely that many classes of cryptographic pitfalls are still unknown.

It doesn't help that cryptography is a huge topic, complete with its own subfields, such as public key infrastructure (PKI). Many books cover the algorithmic basics; one example is Bruce Schneier's classic, Applied Cryptography (John Wiley & Sons). Even that classic doesn't quite live up to its name, however, as it focuses on the implementation of cryptographic primitives from the developer's point of view and spends relatively little time discussing how to integrate cryptography into an application securely. As a result, we have seen numerous examples of developers armed with a reasonable understanding of cryptographic algorithms that they've picked up from that book, who then go on to build their own cryptographic protocols into their applications, which are often insecure.

Over the next three chapters, we focus on the basics of symmetric cryptography. With symmetric cryptography, any parties who wish to communicate securely must share a piece of secret information. That shared secret (usually an encryption key) must be communicated over a secure medium. In particular, sending the secret over the Internet is a bad idea, unless you're using some sort of channel that is already secure, such as one properly secured using public key encryption (which can be tough to do correctly in itself). In many cases, it's appropriate to use some type of out-of-band medium for communication, such as a telephone or a piece of paper.

In these three chapters, we'll cover everything most developers need to use symmetric cryptography effectively, up to the point when you need to choose an actual network protocol. Applying cryptography on the network is covered in Chapter 9.

To ensure that you choose the right cryptographic protocols for your application, you need an understanding of these basics. However, you'll very rarely need to go all the way back to the primitive algorithms we discuss in these chapters. Instead, you should focus on out-of-the-box protocols that are believed to be cryptographically strong. While we therefore recommend that you thoroughly understand the material in these chapters, we advise you to go to the recipes in Chapter 9 to find something appropriate before you come here and build something yourself. Don't fall into the same trap that many of Applied Cryptography's readers have fallen into!

There are two classes of symmetric primitives, both of utmost importance. First are symmetric encryption algorithms, which provide for data secrecy. Second are message authentication codes (MACs), which can ensure that if someone tampers with data while in transit, the tampering will be detected. Recently, a third class of primitives has started to appear: encryption modes that provide for both data secrecy and message authentication. Such primitives can help make the application of cryptography less prone to disastrous errors.

In this chapter, we will look at how to generate, represent, store, and distribute symmetric-key material. In Chapter 5, we will look at encryption using block ciphers such as AES, and in Chapter 6, we will examine cryptographic hash functions (such as SHA1) and MACs.

Towards the end of this chapter, we do occasionally forward-reference algorithms from the next two chapters. It may be a good idea to read Recipe 5.1 through Recipe 5.4 and Recipe 6.1 through Recipe 6.4 before reading Recipe 4.10 through Recipe 4.14.

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