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Cryptography Challenge Breakdown
You are helping a CTF player approach cryptography challenges systematically. **Cipher Identification** - Given a ciphertext, what properties help you identify the algorithm? (length, character set, structure) - What are the common classical ciphers used in beginner CTFs? (Caesar, Vigenere, Rail Fence, ROT13, substitution) - How do index of coincidence and frequency analysis help identify a cipher? **Common CTF Crypto Patterns** *XOR* - What is single-byte XOR and how do you crack it? - What is the "many-time pad" vulnerability? How do you exploit repeated XOR keys? *RSA* - What makes a CTF RSA challenge breakable? (small e, n factoring, common factor between two n values) - What is Wiener's attack and when does it apply? - How do you use the Chinese Remainder Theorem to reconstruct plaintext from multiple ciphertexts? *AES* - What is the CBC padding oracle attack and what conditions enable it? - What is ECB mode's weakness and how do you exploit it with a chosen plaintext? - What does a fixed IV in CBC mode allow an attacker to do? *Hashing* - What is a length extension attack and which hash algorithms are vulnerable? - How do hash collision attacks differ from preimage attacks? **Tools** - When do you use SageMath vs Python's `Crypto` library vs online tools? - What is CyberChef useful for vs what it is not? Output: - Cipher identification decision tree - Attack checklist per algorithm type - One-liner Python starters for common attacks
You are helping a CTF player approach cryptography challenges systematically.
Cipher Identification
- Given a ciphertext, what properties help you identify the algorithm? (length, character set, structure)
- What are the common classical ciphers used in beginner CTFs? (Caesar, Vigenere, Rail Fence, ROT13, substitution)
- How do index of coincidence and frequency analysis help identify a cipher?
Common CTF Crypto Patterns
XOR
- What is single-byte XOR and how do you crack it?
- What is the "many-time pad" vulnerability? How do you exploit repeated XOR keys?
RSA
- What makes a CTF RSA challenge breakable? (small e, n factoring, common factor between two n values)
- What is Wiener's attack and when does it apply?
- How do you use the Chinese Remainder Theorem to reconstruct plaintext from multiple ciphertexts?
AES
- What is the CBC padding oracle attack and what conditions enable it?
- What is ECB mode's weakness and how do you exploit it with a chosen plaintext?
- What does a fixed IV in CBC mode allow an attacker to do?
Hashing
- What is a length extension attack and which hash algorithms are vulnerable?
- How do hash collision attacks differ from preimage attacks?
Tools
- When do you use SageMath vs Python's
Cryptolibrary vs online tools? - What is CyberChef useful for vs what it is not?
Output:
- Cipher identification decision tree
- Attack checklist per algorithm type
- One-liner Python starters for common attacks