EUC-EO study materials
EUC-EO study resources

EUC-EO cheat sheet

EUC-EO · Keep the key ideas within reach.

Quick reference

Introduction to Cryptography and Encryption

  • Confidentiality, integrity, authentication, and non-repudiation are the four core security services; encryption primarily delivers confidentiality.

  • Kerckhoffs's principle: security must rest on the secrecy of the key, not the secrecy of the algorithm.

  • Classical substitution preserves frequency patterns; polyalphabetic ciphers (Vigenère) flatten them, and one-time pads are unbreakable only if truly random, as long as the message, and never reused.

  • Symmetric cryptography uses one shared secret key and scales as n(n-1)/2 keys for n parties; asymmetric cryptography uses key pairs and scales as 2n keys.

  • Confusion obscures the relationship between key and ciphertext; diffusion spreads plaintext influence across the ciphertext. Substitution gives confusion, permutation gives diffusion.

  • Cryptographic primitives map to goals: ciphers for confidentiality, hashes for integrity, MACs for integrity plus authentication, signatures for authentication plus non-repudiation.

  • Stream ciphers XOR a keystream with plaintext bit by bit; reusing a keystream across two messages leaks the XOR of the plaintexts.

  • Work factor measures the effort to break a system; a cipher is computationally secure when that effort exceeds the attacker's resources.

Quick reference

Symmetric Cryptography and Block Cipher Modes

  • DES uses a 64-bit block and 56-bit effective key; 3DES with three independent keys gives about 112 bits of strength against meet-in-the-middle.

  • AES is a 128-bit block cipher with 128, 192, or 256-bit keys; 10, 12, and 14 rounds respectively.

  • ECB is deterministic and leaks plaintext patterns; it is unsuitable for data longer than one block or for structured data.

  • CBC requires a unique unpredictable IV and chains ciphertext blocks; errors propagate to one block plus the next.

  • CTR turns a block cipher into a stream cipher; the counter must never repeat under the same key, and no padding is needed.

  • GCM provides authenticated encryption with associated data; nonce reuse under one key destroys both confidentiality and integrity.

  • Padding oracle attacks (POODLE, Lucky13) exploit distinguishable error responses to CBC padding; encrypt-then-MAC or AEAD prevents them.

  • Meet-in-the-middle on double encryption costs roughly 2^(k+1) time and memory, so 2DES adds little over single DES.

Quick reference

Asymmetric Cryptography and Public Key Infrastructure

  • RSA security rests on integer factorization; key size recommendations start at 2048 bits, with 3072 bits for longer horizons.

  • ECC achieves comparable strength with far smaller keys: a 256-bit curve is roughly equivalent to a 3072-bit RSA key.

  • Diffie-Hellman and ECDH provide key agreement only; they give no authentication unless bound to identities via certificates or signatures.

  • Encrypt with the recipient's public key, sign with the sender's private key; the reverse operations are wrong and give no security.

  • A PKI hierarchy runs root CA, intermediate CA, and end entity; a root is trusted because it is in the trust store, not because it is self-signed alone.

  • Certificate fields include subject, issuer, validity period, public key, serial number, and extensions such as key usage and basic constraints.

  • Certificate revocation uses CRLs (periodic, bulky) or OCSP (online, real time); OCSP stapling lets the server supply a signed response.

  • RSA must use padding such as OAEP for encryption and PSS for signatures; textbook RSA is deterministic and malleable.

Quick reference

Hashing, Message Digests, and Message Authentication Codes

  • A cryptographic hash is one-way, collision resistant, and preimage resistant, and maps arbitrary input to a fixed-length digest.

  • SHA-256 outputs 256 bits; SHA-1 and MD5 are broken for collision resistance and must not be used for signatures or integrity.

  • Birthday bound: collisions in an n-bit hash are expected near 2^(n/2) attempts, so 128-bit digests give about 64-bit collision resistance.

  • A MAC combines a key and a message hash; HMAC is the standard construction and resists length-extension attacks that plain hash(key||message) allows.

  • Hashes provide integrity evidence but not authentication on their own; an attacker who can alter the message can also recompute the digest.

  • Salting defeats precomputed rainbow tables; it does not slow guessing, so password storage also needs a slow KDF such as bcrypt, scrypt, or Argon2.

  • Length-extension attacks affect Merkle-Damgård hashes (MD5, SHA-1, SHA-256); SHA-3 uses a sponge construction and is not vulnerable.

  • Comparing digests or MACs must be constant-time to avoid timing side channels that leak byte-by-byte matches.

Quick reference

Digital Signatures and Certificates

  • A signature is produced by hashing the message and encrypting or transforming the digest with the signer's private key; verification uses the public key.

  • Signatures give integrity, authentication, and non-repudiation; they do not by themselves provide confidentiality.

  • DSA and ECDSA require a fresh random nonce k per signature; reusing k across two signatures reveals the private key, as in the Sony PS3 and Bitcoin wallet failures.

  • EdDSA (Ed25519) is deterministic and avoids the nonce-reuse pitfall while providing strong performance.

  • X.509 v3 is the dominant certificate format; chain validation checks signatures, validity dates, key usage, basic constraints, and revocation.

  • Certificate pinning restricts which keys or CAs are acceptable for a host, reducing exposure to rogue or compromised CAs.

  • A CSR carries the subject public key and requested attributes and is signed by the corresponding private key to prove possession.

  • Code signing and document signing bind an identity to a hash of the artifact; any change to the artifact invalidates the signature.

Quick reference

Key Management, Distribution, and Storage

  • Key lifecycle phases: generation, distribution, storage, use, rotation, archival, and destruction, each with its own controls.

  • Keys must be generated from a cryptographically secure random number generator; predictable seeds collapse effective key strength.

  • Key wrapping encrypts a data key under a key-encryption key; envelope encryption limits how much data sits under one root key.

  • Perfect forward secrecy requires ephemeral key agreement per session; compromise of the long-term key then does not expose past sessions.

  • HSMs and TPMs protect keys so they never appear in ordinary memory; key custodians and split knowledge implement dual control.

  • Key escrow and recovery conflict with non-repudiation and must be scoped carefully to avoid weakening the whole system.

  • Zeroization must overwrite or destroy key material; deleting a file pointer does not erase key bytes from storage media.

  • Deriving keys from passwords requires a salt and a slow KDF; a single fast hash is insufficient against offline guessing.

Quick reference

Cryptographic Protocols (SSL/TLS, IPSec, SSH, S/MIME, PGP)

  • TLS 1.3 removes RSA key transport and static DH, mandates forward secrecy, and cuts the handshake to one round trip.

  • TLS handshake: negotiate parameters, authenticate the server via certificate, derive session keys, then exchange encrypted records.

  • IPSec uses IKE for key exchange and AH for integrity or ESP for encryption plus integrity; transport mode protects payloads, tunnel mode protects whole packets.

  • SSH host keys authenticate the server, user keys or passwords authenticate the client, and the session runs over an encrypted channel after key exchange.

  • S/MIME uses X.509 certificates and a PKI hierarchy; PGP uses a web of trust and bundles public keys with user IDs and signatures.

  • Both S/MIME and PGP encrypt with a symmetric session key and encrypt that key with the recipient's public key, a hybrid scheme.

  • Downgrade attacks such as POODLE exploit fallback to weaker versions; disabling legacy protocols and using strict version negotiation mitigates them.

  • STARTTLS upgrades a plaintext channel in place and is vulnerable to stripping if the client does not enforce TLS.

Quick reference

Steganography and Data Hiding

  • Steganography hides the existence of a message; cryptography hides its content. Combining both hides content and presence.

  • Common carriers are image LSBs, audio samples, video frames, and whitespace or metadata in text and file formats.

  • LSB embedding changes the least significant bit of carrier values; it survives casual inspection but not compression or resizing.

  • Capacity, imperceptibility, and robustness trade off; higher payloads increase detectable distortion.

  • Steganalysis detects hidden payloads via statistical anomalies, chi-square tests on LSB distributions, and compression history.

  • Watermarking and fingerprinting embed ownership or tracing marks; they prioritize robustness over secrecy of the mark's existence.

  • JPEG re-encoding destroys fragile LSB payloads, so robust schemes use transform-domain coefficients such as DCT.

  • Covert channels exploit protocol or timing behavior rather than file content and are harder to detect than payload embedding.

Quick reference

Cryptanalysis, Attacks, and Cryptographic Failures

  • Ciphertext-only, known-plaintext, chosen-plaintext, and chosen-ciphertext attacks differ in what the attacker controls; modern proofs assume chosen-input attacks.

  • Brute force cost scales with key space; a 128-bit key is infeasible, while 56-bit DES is exhaustible with specialized hardware.

  • Side-channel attacks observe timing, power, cache, or electromagnetic leakage rather than breaking the math; constant-time code and blinding mitigate them.

  • Fault injection and differential fault analysis force erroneous computation to extract keys; redundancy checks and hardware shielding mitigate them.

  • Padding oracles and Bleichenbacher-style attacks exploit error differences in RSA or CBC padding; uniform errors and AEAD close them.

  • Man-in-the-middle attacks intercept key exchange; certificate validation and authenticated key agreement prevent them.

  • Replay attacks resend captured valid messages; nonces, timestamps, and sequence numbers provide freshness.

  • Weak randomness, reused nonces, and hard-coded keys are the most common real-world failures, more often than mathematical breaks.