In cryptography , Triple DES ( 3DES or TDES ), officially the Triple Data Encryption Algorithm ( TDEA or Triple DEA ), is a symmetric-key block cipher , which applies the DES cipher algorithm three times to each data block. The 56-bit key of the Data Encryption Standard (DES) is no longer considered adequate in the face of modern cryptanalytic techniques and supercomputing power; Triple DES increases the effective security to 112 bits. A CVE released in 2016, CVE-2016-2183 , disclosed a major security vulnerability in the DES and 3DES encryption algorithms. This CVE, combined with the inadequate key size of 3DES, led to NIST deprecating 3DES in 2019 and disallowing all uses (except processing already encrypted data) by the end of 2023. It has been replaced with the more secure, more robust AES .
34-452: While US government and industry standards abbreviate the algorithm's name as TDES (Triple DES) and TDEA (Triple Data Encryption Algorithm), RFC 1851 referred to it as 3DES from the time it first promulgated the idea, and this namesake has since come into wide use by most vendors, users, and cryptographers. In 1978, a triple encryption method using DES with two 56-bit keys was proposed by Walter Tuchman ; in 1981, Merkle and Hellman proposed
68-517: A "key bundle" that comprises three DES keys , K 1 {\displaystyle K1} , K 2 {\displaystyle K2} and K 3 {\displaystyle K3} , each of 56 bits (excluding parity bits ). The encryption algorithm is: That is, encrypt with K 1 {\displaystyle K1} , decrypt with K 2 {\displaystyle K2} , then encrypt with K 3 {\displaystyle K3} . Decryption
102-691: A "weak cipher". As of 2008, the electronic payment industry uses Triple DES and continues to develop and promulgate standards based upon it, such as EMV . Earlier versions of Microsoft OneNote , Microsoft Outlook 2007 and Microsoft System Center Configuration Manager 2012 use Triple DES to password-protect user content and system data. However, in December 2018, Microsoft announced the retirement of 3DES throughout their Office 365 service. Firefox and Mozilla Thunderbird use Triple DES in CBC mode to encrypt website authentication login credentials when using
136-403: A brute force attack. Since perfect secrecy is not feasible for key algorithms, researches are now more focused on computational security. In the past, keys were required to be a minimum of 40 bits in length, however, as technology advanced, these keys were being broken quicker and quicker. As a response, restrictions on symmetric keys were enhanced to be greater in size. Currently, 2048 bit RSA
170-547: A full attack, but researchers were lucky to get a collision just after around 2 20 {\displaystyle 2^{20}} blocks, which took only 25 minutes. The security of TDEA is affected by the number of blocks processed with one key bundle. One key bundle shall not be used to apply cryptographic protection (e.g., encrypt) more than 2 20 {\displaystyle 2^{20}} 64-bit data blocks. OpenSSL does not include 3DES by default since version 1.1.0 (August 2016) and considers it
204-484: A master password. Below is a list of cryptography libraries that support Triple DES: Some implementations above may not include 3DES in the default build, in later or more recent versions. Walter Tuchman Walter Tuchman led the Data Encryption Standard development team at IBM . He was also responsible for the development of Triple DES . This article about a mathematician
238-430: A more secure triple-key version of 3DES with 112 bits of security. The Triple Data Encryption Algorithm is variously defined in several standards documents: The original DES cipher's key size of 56 bits was considered generally sufficient when it was designed, but the availability of increasing computational power made brute-force attacks feasible. Triple DES provides a relatively simple method of increasing
272-401: A variety of modes of operation , which can generally be defined independently of the block cipher algorithm. However, ANS X9.52 specifies directly, and NIST SP 800-67 specifies via SP 800-38A, that some modes shall only be used with certain constraints on them that do not necessarily apply to general specifications of those modes. For example, ANS X9.52 specifies that for cipher block chaining ,
306-410: Is a stub . You can help Misplaced Pages by expanding it . Key (cryptography) A key in cryptography is a piece of information, usually a string of numbers or letters that are stored in a file, which, when processed through a cryptographic algorithm , can encode or decode cryptographic data. Based on the used method, the key can be different sizes and varieties, but in all cases, the strength of
340-483: Is commonly used, which is sufficient for current systems. However, current key sizes would all be cracked quickly with a powerful quantum computer. “The keys used in public key cryptography have some mathematical structure. For example, public keys used in the RSA system are the product of two prime numbers. Thus public key systems require longer key lengths than symmetric systems for an equivalent level of security. 3072 bits
374-542: Is discarded when forming the effectively 56-bit key): With these restrictions on allowed keys, Triple DES was reapproved with keying options 1 and 2 only. Generally, the three keys are generated by taking 24 bytes from a strong random generator, and only keying option 1 should be used (option 2 needs only 16 random bytes, but strong random generators are hard to assert and it is considered best practice to use only option 1). As with all block ciphers, encryption and decryption of multiple blocks of data may be performed using
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#1732798597846408-409: Is important to maintain the confidentiality of the key. Kerckhoff's principle states that the entire security of the cryptographic system relies on the secrecy of the key. Key size is the number of bits in the key defined by the algorithm. This size defines the upper bound of the cryptographic algorithm's security. The larger the key size, the longer it will take before the key is compromised by
442-409: Is the reverse: That is, decrypt with K 3 {\displaystyle K3} , encrypt with K 2 {\displaystyle K2} , then decrypt with K 1 {\displaystyle K1} . Each triple encryption encrypts one block of 64 bits of data. In each case, the middle operation is the reverse of the first and last. This improves the strength of
476-441: Is the suggested key length for systems based on factoring and integer discrete logarithms which aim to have security equivalent to a 128 bit symmetric cipher.” To prevent a key from being guessed, keys need to be generated randomly and contain sufficient entropy. The problem of how to safely generate random keys is difficult and has been addressed in many ways by various cryptographic systems. A key can directly be generated by using
510-439: Is used to transfer an encryption key among entities. Key agreement and key transport are the two types of a key exchange scheme that are used to be remotely exchanged between entities . In a key agreement scheme, a secret key, which is used between the sender and the receiver to encrypt and decrypt information, is set up to be sent indirectly. All parties exchange information (the shared secret) that permits each party to derive
544-469: The Diffie–Hellman algorithm, which was the first public key algorithm. The Diffie–Hellman key exchange protocol allows key exchange over an insecure channel by electronically generating a shared key between two parties. On the other hand, RSA is a form of the asymmetric key system which consists of three steps: key generation, encryption, and decryption. Key confirmation delivers an assurance between
578-425: The initialization vector shall be different each time, whereas ISO/IEC 10116 does not. FIPS PUB 46-3 and ISO/IEC 18033-3 define only the single-block algorithm, and do not place any restrictions on the modes of operation for multiple blocks. In general, Triple DES with three independent keys ( keying option 1) has a key length of 168 bits (three 56-bit DES keys), but due to the meet-in-the-middle attack ,
612-440: The algorithm when using keying option 2 and provides backward compatibility with DES with keying option 3. The standards define three keying options: This is the strongest, with 3 × 56 = 168 independent key bits. It is still vulnerable to the meet-in-the-middle attack , but the attack requires 2 steps. This provides a shorter key length of 56*2 or 112 bits and a reasonable compromise between DES and keying option 1, with
646-430: The current TCG specifications version 2.0 of approved algorithms for Trusted Platform Module ) also disallows using any one of the 64 following 64-bit values in any keys (note that 32 of them are the binary complement of the 32 others; and that 32 of these keys are also the reverse permutation of bytes of the 32 others), listed here in hexadecimal (in each byte, the least significant bit is an odd-parity generated bit, which
680-431: The effective security it provides is only 112 bits. Keying option 2 reduces the effective key size to 112 bits (because the third key is the same as the first). However, this option is susceptible to certain chosen-plaintext or known-plaintext attacks, and thus it is designated by NIST to have only 80 bits of security . This can be considered insecure; as a consequence, Triple DES's planned deprecation
714-399: The encryption relies on the security of the key being maintained. A key's security strength is dependent on its algorithm, the size of the key, the generation of the key, and the process of key exchange. The key is what is used to encrypt data from plaintext to ciphertext . There are different methods for utilizing keys and encryption. Symmetric cryptography refers to the practice of
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#1732798597846748-522: The generation, storage, distribution, use and destruction of keys depends on successful key management protocols. A password is a memorized series of characters including letters, digits, and other special symbols that are used to verify identity. It is often produced by a human user or a password management software to protect personal and sensitive information or generate cryptographic keys. Passwords are often created to be memorized by users and may contain non-random information such as dictionary words. On
782-511: The key confirmation recipient and provider that the shared keying materials are correct and established. The National Institute of Standards and Technology recommends key confirmation to be integrated into a key establishment scheme to validate its implementations. Key management concerns the generation, establishment, storage, usage and replacement of cryptographic keys. A key management system (KMS) typically includes three steps of establishing, storing and using keys. The base of security for
816-418: The key pair ( K 1 , K 2 ) {\displaystyle (K1,K2)} in 2 n + 1 {\displaystyle 2^{n+1}} steps, instead of the 2 2 n {\displaystyle 2^{2n}} steps one would expect from an ideally secure algorithm with 2 n {\displaystyle 2n} bits of key. Therefore, Triple DES uses
850-552: The key size of DES to protect against such attacks, without the need to design a completely new block cipher algorithm. A naive approach to increase the strength of a block encryption algorithm with a short key length (like DES) would be to use two keys ( K 1 , K 2 ) {\displaystyle (K1,K2)} instead of one, and encrypt each block twice: E K 2 ( E K 1 ( plaintext ) ) {\displaystyle E_{K2}(E_{K1}({\textrm {plaintext}}))} . If
884-425: The only secret data that is accessible to the cryptographic algorithm for information security in some applications such as securing information in storage devices. Thus, a deterministic algorithm called a key derivation function (KDF) uses a password to generate the secure cryptographic keying material to compensate for the password's weakness. Various methods such as adding a salt or key stretching may be used in
918-560: The original key length is n {\displaystyle n} bits, one would hope this scheme provides security equivalent to using a key 2 n {\displaystyle 2n} bits long. Unfortunately, this approach is vulnerable to the meet-in-the-middle attack : given a known plaintext pair ( x , y ) {\displaystyle (x,y)} , such that y = E K 2 ( E K 1 ( x ) ) {\displaystyle y=E_{K2}(E_{K1}(x))} , one can recover
952-411: The other hand, a key can help strengthen password protection by implementing a cryptographic algorithm which is difficult to guess or replace the password altogether. A key is generated based on random or pseudo-random data and can often be unreadable to humans. A password is less safe than a cryptographic key due to its low entropy, randomness, and human-readable properties. However, the password may be
986-429: The output of a Random Bit Generator (RBG), a system that generates a sequence of unpredictable and unbiased bits. A RBG can be used to directly produce either a symmetric key or the random output for an asymmetric key pair generation. Alternatively, a key can also be indirectly created during a key-agreement transaction, from another key or from a password. Some operating systems include tools for "collecting" entropy from
1020-524: The same caveat as above. This is an improvement over "double DES" which only requires 2 steps to attack. NIST disallowed this option in 2015. This is backward-compatible with DES, since two of the operations cancel out. ISO/IEC 18033-3 never allowed this option, and NIST no longer allows K 1 = K 2 or K 2 = K 3 . Each DES key is 8 odd-parity bytes, with 56 bits of key and 8 bits of error-detection. A key bundle requires 24 bytes for option 1, 16 for option 2, or 8 for option 3. NIST (and
1054-450: The same key being used for both encryption and decryption. Asymmetric cryptography has separate keys for encrypting and decrypting. These keys are known as the public and private keys, respectively. Since the key protects the confidentiality and integrity of the system, it is important to be kept secret from unauthorized parties. With public key cryptography, only the private key must be kept secret, but with symmetric cryptography, it
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1088-459: The secret key material. In a key transport scheme, encrypted keying material that is chosen by the sender is transported to the receiver. Either symmetric key or asymmetric key techniques can be used in both schemes. The Diffie–Hellman key exchange and Rivest-Shamir-Adleman (RSA) are the most two widely used key exchange algorithms. In 1976, Whitfield Diffie and Martin Hellman constructed
1122-417: The timing of unpredictable operations such as disk drive head movements. For the production of small amounts of keying material, ordinary dice provide a good source of high-quality randomness. The security of a key is dependent on how a key is exchanged between parties. Establishing a secured communication channel is necessary so that outsiders cannot obtain the key. A key establishment scheme (or key exchange)
1156-467: Was announced by NIST in 2017. The short block size of 64 bits makes 3DES vulnerable to block collision attacks if it is used to encrypt large amounts of data with the same key. The Sweet32 attack shows how this can be exploited in TLS and OpenVPN. Practical Sweet32 attack on 3DES-based cipher-suites in TLS required 2 36.6 {\displaystyle 2^{36.6}} blocks (785 GB) for
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