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TLS-KRB5-EXPORT-WITH-DES-CBC-40-MD5 Cipher Suite

A breakdown of the Cipher Suite TLS_KRB5_EXPORT_WITH_DES_CBC_40_MD5, its strengths, and its weaknesses.

Key Exchange Mechanism

Kerberos 5 - KRB5

Grade - C

Low usage

Cipher

Data Encryption Standard - DES

Grade - D

DES should not be used in cipher suites due to its weak 56-bit key size, making it highly vulnerable to brute-force attacks. Modern standards require stronger encryption, and DES’s vulnerabilities compromise security, making it unsuitable for protecting sensitive data in contemporary applications.

Hash

Message Digest 5 - MD5

Grade - F

MD5 is considered highly insecure because chosen prefixes can be generated with minimal computing power. This vulnerability allows attackers to create different inputs that produce the same hash, leading to potential data breaches and integrity issues. Consequently, MD5 is unsuitable for modern cryptographic needs and should be avoided in favor of more secure algorithms.

Key Size

40 Bit - 40

Grade - F

A 40-bit cipher length is too short because it can be easily broken through brute-force attacks due to the limited number of possible keys (2^40). Modern computational power allows attackers to quickly try all potential keys, making 40-bit encryption insufficient for protecting sensitive data.

Cipher Mode

Cipher Block Chaining - CBC

Grade - D

Cipher Block Chaining (CBC) mode is vulnerable to the Lucky13 and POODLE (in TLS v1.2 and below) attacks. The Lucky13 attack exploits timing discrepancies in padding validation, allowing attackers to gradually reveal plaintext. The POODLE attack leverages padding errors to decrypt ciphertext by repeatedly modifying and sending it to the server, observing the error responses. These vulnerabilities arise from CBC’s handling of padding and error messages, making it less secure than modern encryption modes like Galois Counter Mode (GCM), which offer stronger integrity and confidentiality guarantees.

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