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

Establishing a TLS client connection programmatically

We are going to develop a small tls-client program that will connect to an HTTPS server via TLS, make an HTTP request, and read the response from the server.

To do so, we will use an OpenSSL BIO API and SSL API. The BIO API will help us to make a TLS connection, send and receive data over the connection, and properly shut it down. The SSL API will help us with setting up server certificate verification, detecting whether the connection is still alive, and distinguishing error types on the connection. As was mentioned, due to historical reasons, OpenSSL still has the SSL substring instead of TLS in the names of objects and functions that work with TLS.

More information about the SSL API can be found on the OpenSSL man pages. Here are some relevant pages:

$ man ssl
$ man SSL_CTX_new
$ man SSL_CTX_free
$ man SSL_CTX_load_verify_locations
$ man SSL_CTX_use_certificate_chain_file
$ man SSL_CTX_set_verify
$ man SSL_new
$ man...