Book Image

Demystifying Cryptography with OpenSSL 3.0

By : Alexei Khlebnikov
Book Image

Demystifying Cryptography with OpenSSL 3.0

By: Alexei Khlebnikov

Overview of this book

Security and networking are essential features of software today. The modern internet is full of worms, Trojan horses, men-in-the-middle, and other threats. This is why maintaining security is more important than ever. OpenSSL is one of the most widely used and essential open source projects on the internet for this purpose. If you are a software developer, system administrator, network security engineer, or DevOps specialist, you’ve probably stumbled upon this toolset in the past – but how do you make the most out of it? With the help of this book, you will learn the most important features of OpenSSL, and gain insight into its full potential. This book contains step-by-step explanations of essential cryptography and network security concepts, as well as practical examples illustrating the usage of those concepts. You’ll start by learning the basics, such as how to perform symmetric encryption and calculate message digests. Next, you will discover more about cryptography: MAC and HMAC, public and private keys, and digital signatures. As you progress, you will explore best practices for using X.509 certificates, public key infrastructure, and TLS connections. By the end of this book, you’ll be able to use the most popular features of OpenSSL, allowing you to implement cryptography and TLS in your applications and network infrastructure.
Table of Contents (20 chapters)
1
Part 1: Introduction
3
Part 2: Symmetric Cryptography
8
Part 3: Asymmetric Cryptography and Certificates
12
Part 4: TLS Connections and Secure Communication
16
Part 5: Running a Mini-CA

Using TLS certificate pinning

To learn how to use TLS certificate pinning in C code, we are going to write a small tls-cert-pinning program. We are going to use a simple variant of TLS certificate pinning: we will pin just one server certificate and will use TLS certificate pinning instead of the default PKI model, not in addition to it.

We are going to use the “big” certificate verification callback set with the SSL_CTX_set_cert_verify_callback() function, as opposed to the “small” callback set with the SSL_CTX_set_verify() function, in order to learn another type of callback.

The SSL_CTX_set_cert_verify_callback() function sets a callback function that is supposed to perform the whole certificate verification procedure. The default OpenSSL implementation of that function builds the certificate verification chain, verifies certificate signatures, and the validity dates, and, among other things, calls the callback function set by the SSL_CTX_set_verify...