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How to Use IIS Crypto to Reorder SSL/TLS Cipher Suites on Windows Server



What is a Cipher Suite and How to Download One?




If you have ever visited a website that uses HTTPS, you have probably benefited from the security provided by a cipher suite. A cipher suite is a set of algorithms that help secure a network connection through Transport Layer Security (TLS), often still called Secure Sockets Layer (SSL). In this article, we will explain what a cipher suite is, how it works, how to compare different cipher suites, and how to download and install one on your server or device.


Introduction




A cipher suite is a combination of cryptographic algorithms that enable secure network communications through TLS. A cipher suite specifies one algorithm for each task of creating keys, encrypting information, and providing data integrity, authentication, and confidentiality. A cipher suite is agreed upon by the web server and the client during a SSL handshake, which is a process that leverages various cryptographic functions to achieve a HTTPS connection.




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The main components of a cipher suite are:


  • A key exchange algorithm, such as RSA, DH, ECDH, DHE, ECDHE, or PSK. This algorithm is used to exchange a key between two devices. This key is used to encrypt and decrypt the messages being sent between two machines.



  • A bulk encryption algorithm, such as AES, DES, RC4, or ChaCha20. This algorithm is used to encrypt the data being sent.



  • A message authentication code (MAC) algorithm, such as SHA1, SHA256, SHA384, or Poly1305. This algorithm provides data integrity checks to ensure that the data sent does not change in transit.



  • An authentication algorithm or digital signature algorithm, such as RSA, ECDSA, or DSA. This algorithm helps authenticate the server and/or client by verifying their certificates.



A cipher suite works in the TLS handshake process as follows:


  • The client sends the server a list of supported cipher suites in order of preference.



  • The server selects the most secure mutually supported cipher suite and sends it back to the client along with its certificate.



  • The client verifies the server's certificate and sends its own certificate if required.



  • The client and the server use the key exchange algorithm to generate a shared secret key.



  • The client and the server use the bulk encryption algorithm and the MAC algorithm to encrypt and authenticate their messages using the shared secret key.



Cipher Suite Examples




Each cipher suite has a unique name that represents the algorithms used for each component. For example, the cipher suite TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384 means that it uses TLS as the protocol, ECDHE as the key exchange algorithm, RSA as the authentication algorithm, AES with 256-bit keys as the bulk encryption algorithm, GCM as the mode of operation, and SHA384 as the MAC algorithm.


There are different cipher suites for different versions of TLS. The latest version, TLS 1.3, has a smaller and more secure set of cipher suites than previous versions. TLS 1.3 only supports five cipher suites, all of which use AEAD (Authenticated Encryption with Associated Data) algorithms that combine encryption and authentication in one step. These cipher suites are:


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  • TLS_AES_256_GCM_SHA384



  • TLS_CHACHA20_POLY1305_SHA256



  • TLS_AES_128_GCM_SHA256



  • TLS_AES_128_CCM_8_SHA256



  • TLS_AES_128_CCM_SHA256



Previous versions of TLS, such as TLS 1.2 and TLS 1.1, support a larger and more diverse set of cipher suites, some of which are considered weak or obsolete. For example, some cipher suites use RC4 or DES as the bulk encryption algorithm, which are vulnerable to attacks. Some cipher suites use MD5 or SHA1 as the MAC algorithm, which are also insecure. Some cipher suites do not provide forward secrecy, which means that if the private key is compromised, all past communications can be decrypted. Some cipher suites do not provide authentication, which means that they are susceptible to man-in-the-middle attacks.


To compare and evaluate different cipher suites based on their security and performance, you can use various criteria, such as:


  • The strength of the encryption algorithm and the key size



  • The security of the MAC algorithm and the hash function



  • The support for forward secrecy and authentication



  • The compatibility with different browsers and devices



  • The speed and efficiency of the encryption and decryption process



Cipher Suite Best Practices




To ensure that your network connection is secure and reliable, you need to follow some best practices when choosing and using cipher suites. These include:


Choosing a reliable certificate authority (CA) for your certificates




A certificate authority (CA) is an entity that issues digital certificates that verify the identity and public key of a server or a client. A certificate is essential for establishing a secure connection using TLS, as it allows the server and the client to authenticate each other and to encrypt their messages using a shared secret key. However, not all CAs are trustworthy or reputable. Some CAs may issue certificates to malicious or fraudulent parties, or may have their own certificates compromised or revoked.


To avoid these risks, you should choose a reliable CA for your certificates. You can use various factors to evaluate a CA's reliability, such as:


  • The reputation and history of the CA



  • The security and transparency of the CA's operations and policies



  • The validity period and revocation mechanism of the CA's certificates



  • The compatibility and interoperability of the CA's certificates with different browsers and devices



  • The cost and support of the CA's services



Using certificate authority authorization (CAA) records to restrict which CAs can issue certificates for your domain




A certificate authority authorization (CAA) record is a DNS record that allows you to specify which CAs are authorized to issue certificates for your domain. This helps prevent unauthorized or rogue CAs from issuing certificates for your domain without your consent or knowledge. A CAA record also helps reduce the risk of certificate mis-issuance or compromise by limiting the number of CAs that can issue certificates for your domain.


To use CAA records, you need to add them to your DNS zone file using a specific syntax. A CAA record consists of three parts: a flag, a tag, and a value. The flag indicates whether the record is critical or not. The tag indicates the type of directive or property that the record specifies. The value indicates the parameter or value that corresponds to the tag. For example, a CAA record that allows only Let's Encrypt to issue certificates for your domain would look like this:


example.com. CAA 0 issue "letsencrypt.org"


You can also use multiple CAA records to specify different directives or properties for your domain. For example, you can use a CAA record to specify an email address where you can receive notifications about certificate requests or issues for your domain:



  • Using web application firewalls (WAFs) to protect your website from common web attacks, such as SQL injection, XSS, CSRF, or DDoS. A WAF is a software or hardware device that monitors and filters incoming and outgoing web traffic based on predefined rules or policies.



Cipher Suite Download




To download and install cipher suites on your server or device, you need to use some tools or resources that can help you with this task. Some of these tools or resources are:


IIS Crypto




IIS Crypto is a free tool that lets you enable or disable protocols, ciphers, hashes, and key exchange algorithms on Windows Server. It also lets you reorder the cipher suites to match your preferences and requirements. It supports all versions of IIS, from IIS 5.0 to IIS 10.0. It also supports all versions of TLS, from TLS 1.0 to TLS 1.3.


To use IIS Crypto, you need to download it from its official website and run it as an administrator on your Windows Server. You can then use the graphical user interface (GUI) or the command line interface (CLI) to configure your settings. You can also use the templates provided by the tool to apply the best practices or standards for your server configuration. After you make your changes, you need to reboot your server for them to take effect.


OpenSSL




OpenSSL is a popular open source software that provides cryptographic functions and supports various cipher suites. It can be used to generate and manage certificates, keys, and other cryptographic objects. It can also be used to test or debug TLS connections and cipher suites.


To use OpenSSL, you need to download it from its official website and install it on your server or device. You can then use the command line tool openssl to perform various operations related to cipher suites. For example, you can use the following command to list all the cipher suites supported by your OpenSSL version:


openssl ciphers -v


You can also use the following command to test the cipher suite used by a website:


openssl s_client -connect example.com:443 -cipher AES256-SHA


You can also use OpenSSL to generate and manage certificates and keys for your server or device. For example, you can use the following command to generate a self-signed certificate and a private key using RSA with 2048 bits:


openssl req -x509 -newkey rsa:2048 -keyout key.pem -out cert.pem -days 365


Conclusion




In this article, we have explained what a cipher suite is, how it works, how to compare different cipher suites, and how to download and install one on your server or device. We have also provided some best practices for choosing and using cipher suites, as well as for enhancing security and user experience for your web applications.


We hope that this article has helped you understand the importance and complexity of cipher suites, and that you have learned some useful tips and tools for managing them. If you want to learn more about cipher suites or related topics, you can check out some of these links or references:


  • : A Microsoft article that explains the basics of cipher suites and how they are used in Windows.



  • : A Google article that explains the SSL/TLS handshake process and how it establishes a secure connection.



  • : A Mozilla article that lists and describes the cipher suites supported by Firefox.



  • : A website that provides various tools and resources for testing and improving SSL/TLS security.



  • : The official RFC document that specifies the latest version of TLS.



FAQs




What is the difference between SSL and TLS?




SSL (Secure Sockets Layer) and TLS (Transport Layer Security) are both protocols that provide security for network communications. However, SSL is an older version of TLS, which has been deprecated and replaced by TLS. The latest version of SSL is SSL 3.0, which was released in 1996 and has been found to be vulnerable to various attacks. The latest version of TLS is TLS 1.3, which was released in 2018 and provides improved security and performance. Therefore, you should always use TLS instead of SSL for your network communications.


What is the difference between TLS 1.2 and TLS 1.3?




TLS 1.2 and TLS 1.3 are both versions of the TLS protocol that provide security for network communications. However, TLS 1.3 has some significant differences and improvements over TLS 1.2, such as:


  • TLS 1.3 has a simpler and faster handshake process, which reduces the latency and bandwidth consumption of the connection.



  • TLS 1.3 has a smaller and more secure set of cipher suites, which eliminates the use of weak or obsolete algorithms.



  • TLS 1.3 has a more robust and flexible key management system, which allows for better forward secrecy and post-quantum security.



  • TLS 1.3 has a more extensible and modular design, which allows for easier integration and deployment of new features and enhancements.



What are the advantages and disadvantages of using elliptic curve cryptography (ECC) in cipher suites?




Elliptic curve cryptography (ECC) is a type of public key cryptography that uses mathematical curves to generate keys and perform cryptographic operations. ECC has some advantages and disadvantages over other types of public key cryptography, such as RSA or DSA, when used in cipher suites, such as:


  • ECC has the advantage of providing the same level of security with smaller key sizes, which reduces the computational cost and the network overhead of the encryption and decryption process.



  • ECC has the advantage of being more resistant to certain types of attacks, such as factoring or discrete logarithm attacks, which may compromise the security of other types of public key cryptography.



  • ECC has the disadvantage of being less widely supported or compatible with older browsers or devices, which may limit the availability or accessibility of your website or service.



  • ECC has the disadvantage of being more complex and difficult to implement or verify, which may introduce errors or vulnerabilities in your code or configuration.



How can I test or check the cipher suites used by my website or server?




There are various tools or services that can help you test or check the cipher suites used by your website or server, such as:


  • : A free online service that performs a deep analysis of your website's SSL/TLS configuration and provides a detailed report on its security and performance.



  • : A free RESTful API that allows you to access the SSL Server Test functionality programmatically and integrate it with your own applications or scripts.



  • : A popular open source software that provides cryptographic functions and supports various cipher suites. You can use it to test or debug TLS connections and cipher suites using the command line tool openssl.



  • : A powerful open source tool that provides network exploration and security auditing capabilities. You can use it to scan your server or device for supported protocols and cipher suites using the script ssl-enum-ciphers.



How can I stay updated on new vulnerabilities or developments related to cipher suites?




There are various sources or channels that can help you stay updated on new vulnerabilities or developments related to cipher suites, such as:


  • : A website that provides comprehensive information on common vulnerabilities and exposures (CVEs) related to various products or technologies, including cipher suites.



  • : A website that provides a monthly report on the state of SSL/TLS support across millions of websites, including statistics on protocol and cipher suite usage.



  • : A website that provides news and analysis on cryptography and security topics, including cipher suites.



  • : A blog that provides insights and opinions on cryptography and security topics, including cipher suites.



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