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ITIS 3200: Introduction to Information Security and Privacy

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ITIS 3200:Introduction to Information Security and Privacy

Dr. Weichao Wang

- Classical Cryptography
- Public Key Cryptography
- Cryptographic Checksums

- Classical Cryptography (symmetric encryption)
- Caesar cipher
- Vigenère cipher
- DES

- Public Key Cryptography (asymmetric encryption)
- RSA

- Cryptographic Checksums

- Quintuple (E, D, M, K, C)
- M set of plaintexts
- K set of keys
- C set of ciphertexts
- E set of encryption functions e: M KC
- D set of decryption functions d: C KM
- Usually, the cipher text is longer than or has the same length as the plaintext, why?

- Example: Caesar cipher (a circular shift mapping)
- M = { sequences of letters }
- K = { i | i is an integer and 0 ≤ i ≤ 25 }
- E = { Ek | kK and for all letters m,
Ek(m) = (m + k) mod 26 }

- D = { Dk | kK and for all letters c,
Dk(c) = (26 + c – k) mod 26 }

- From the space point of view, C = M

- Opponent whose goal is to break cryptosystem is the adversary
- Assume adversary knows algorithm used, but not key
- They are after the key and/or data contents

- Three types of attacks:
- ciphertext only: adversary has only ciphertext; goal is to find plaintext, possibly key
- known plaintext: adversary has ciphertext, corresponding plaintext; goal is to find key
- chosen plaintext: adversary may supply plaintexts and obtain corresponding ciphertext; goal is to find key
- It is not difficult to know both ciphertext and plaintext

- Mathematical attacks
- Based on analysis of underlying mathematics
- For example: the safety of RSA is based on the difficulty to factor the product of two large prime numbers. If it is broken, the RSA will become unsafe.

- Statistical attacks
- Make assumptions about the distribution of letters, pairs of letters (digrams), triplets of letters (trigrams), etc.
- Called models of the language

- Examine ciphertext, correlate properties with the assumptions.

- Make assumptions about the distribution of letters, pairs of letters (digrams), triplets of letters (trigrams), etc.

- Sender, receiver share common key
- Keys may be the same, or trivial to derive one from the other
- Sometimes called symmetric cryptography
- How to distribute keys: following chapters

- Two basic types
- Transposition ciphers (shuffle the order)
- Substitution ciphers (replacement)
- Combinations are called product ciphers

- Rearrange letters in plaintext to produce ciphertext
- Example (Rail-Fence Cipher)
- Plaintext is HELLO WORLD
- Rearrange as
HLOOL

ELWRD

- Ciphertext is HLOOL ELWRD

- Anagramming
- The frequency of the characters will not change
- The key is a permutation function
- If 1-gram frequencies match English frequencies, but other n-gram frequencies do not, probably transposition
- Rearrange letters to form n-grams with highest frequencies

- Ciphertext: HLOOLELWRD
- Frequencies of 2-grams beginning with H
- HE 0.0305
- HO 0.0043
- HL, HW, HR, HD < 0.0010

- Frequencies of 2-grams ending in H
- WH 0.0026
- EH, LH, OH, RH, DH ≤ 0.0002

- Implies E follows H

- Arrange so the H and E are adjacent
HE

LL

OW

OR

LD

- Read off across, then down, to get original plaintext
- May need to try different combinations or n-grams

- Under many conditions, transposition cipher alone is not enough:
- Example: is it “cat” or “act”
- Example: I will come, she will not.

- Change characters in plaintext to produce ciphertext
- The replacement rule can be fixed or keep changing

- Example (Caesar cipher)
- Plaintext is HELLO WORLD
- Change each letter to the third letter after it in the alphabet (A goes to D, ---, X goes to A, Y to B, Z to C)
- Key is 3, usually written as letter ‘D’

- Ciphertext is KHOOR ZRUOG

- Exhaustive search
- If the key space is small enough, try all possible keys until you find the right one
- Caesar cipher has 26 possible keys
- On average, you only need to try half of them

- Statistical analysis
- The ciphertext has a character frequency
- Compare (and try to align it) to 1-gram model of English

- Compute frequency of each letter in ciphertext:
G0.1H0.1K0.1O0.3

R0.2U0.1Z0.1

- Apply 1-gram model of English
- Frequency of characters (1-grams) in English is on next slide

Frequency chart of English

Frequency chart of ciphertext

- Try to align the two charts
- f(c): frequency of character c in ciphertext
- (i): correlation of frequency of letters in ciphertext with corresponding letters in English, assuming key is i
- (i) = 0 ≤ c ≤ 25f(c)p(c – i)
- (i) = 0.1p(6 – i) + 0.1p(7 – i) + 0.1p(10 – i) + 0.3p(14 – i) + 0.2p(17 – i) + 0.1p(20 – i) + 0.1p(25 – i)
- p(x) is frequency of character x in English

- This correlation value should be a maximum when the two charts are aligned

- Most probable keys, based on :
- i = 6, (i) = 0.0660
- plaintext EBIIL TLOLA

- i = 10, (i) = 0.0635
- plaintext AXEEH PHKEW

- i = 3, (i) = 0.0575
- plaintext HELLO WORLD

- i = 14, (i) = 0.0535
- plaintext WTAAD LDGAS

- i = 6, (i) = 0.0660
- Only English phrase is for i = 3
- That’s the key (3 or ‘D’)

- The algorithm will become more complicated if the encryption is not a circular shift
- We are only reducing the searching space by guided guess

- Key is too short
- Can be found by exhaustive search
- Statistical frequencies not concealed well
- They look too much like regular English letters
- The most frequently seen character could be “E”

- They look too much like regular English letters

- So make it longer
- Multiple letters in key
- Idea is to smooth the statistical frequencies to make cryptanalysis harder
- What if in the cipher text, every character has the same frequency?
- All correlation will have the same value

- What we can get from this:
- If the key contains only 1 character, we have 26 choices
- If the key contains m characters, we need to try 26 ^ m combinations. m=5, 12 million choices.

- Like Caesar cipher, but use a longer key
- Example
- Message THE BOY HAS THE BALL
- Key VIG (right shift 21, 8, 6 times, then start again)
- Encipher using Caesar cipher for each letter:
key VIG VIG VIG VIG VIGV

plainTHE BOY HAS THE BALL

cipher OPK WWE CIY OPK WIRG

- Now we have:
- Three groups of characters encrypted by V, I, and G respectively
- Each group is a Caesar cipher (fixed shift offset)
- Approach:
- Figure out the length of the key
- Decipher each group as a Caesar’s cipher

- Hint: when the same plaintext is encrypted by the same segment of key, we have the same cipher
- Can be used to derive the period

- Approach
- Establish period; call it n
- Break message into n parts, each part being enciphered using the same key letter
- So each part is like a Caesar cipher

- Solve each part
- You can leverage one part from another because English has its special rule

- Kasiski: repetitions in the ciphertext occur when characters of the key appear over the same characters in the plaintext
- Example:
key VIG VIG VIG VIG VIGV

plain THE BOY HAS THE BALL

cipherOPK WWE CIY OPK WIRG

Note the key and plaintext line up over the repetitions (underlined). As distance between repetitions is 9, the period is a factor of 9 (that is, 1, 3, or 9)

- We guess the period is 3, so we divide the cipher text into three groups
- Each group is a Caesar cipher
- Using previous approaches to solve them

- A Vigenère cipher with a random key at least as long as the message
- Provably unbreakable
- Why? Every character in the key is random. It has the same chance to be “a”, “b”, ---, “z”
- Look at ciphertext DXQR. Equally likely to correspond to plaintext DOIT (key AJIY) and to plaintext DONT (key AJDY) and any other 4-letter words
- Warning: keys must be random, or you can attack the cipher by trying to regenerate the key

- A block cipher:
- encrypts blocks of 64 bits using a 64 bit key
- outputs 64 bits of ciphertext

- A product cipher
- basic unit is the bit
- performs both substitution and transposition (permutation) on the bits

- Cipher consists of 16 rounds (iterations), each with a 48-bit round key generated from the 64-bit key

- Round keys are 48 bits each

- S-Box
- There are eight S-Box, each maps 6-bit input to 4-bit output
- Each S-Box is a look-up table
- This is the only non-linear step in DES and contributes the most to its safety

- P-Box
- A permutation

- Considered too weak
- Diffie, Hellman said “in a few years technology would allow DES to be broken in days”
- DES Challenge organized by RSA
- In 1997, solved in 96 days; 41 days in early 1998; 56 hours in late 1998; 22 hours in Jan 1999
- http://w2.eff.org/Privacy/Crypto/Crypto_misc/DESCracker/HTML/19990119_deschallenge3.html

- Design decisions not public
- S-boxes may have backdoors

- Diffie, Hellman said “in a few years technology would allow DES to be broken in days”

- 4 weak keys
- They are their own inverses

- 12 semi-weak keys
- Each has another semi-weak key as inverse

- Complementation property
- DESk(m) = c DESk(m) = c

- S-boxes exhibit irregular properties
- Distribution of odd, even numbers non-random
- Outputs of fourth box depends on input to third box

- Number of rounds
- After 5 rounds, every cipher bit is impacted by every plaintext bit and key bit
- After 8 rounds, cipher text is already a random function
- When the number of rounds is 16 or more, brute force attack will be the most efficient attack for known plaintext attack
- So NSA knows a lot when it fixes the DES

- A chosen ciphertext attack
- Requires 247 (plaintext, ciphertext) pairs

- Revealed several properties
- Small changes in S-boxes reduce the number of (plaintext, ciphertext) pairs needed
- Making every bit of the round keys independent does not impede attack

- Linear cryptanalysis improves result
- Requires 243 (plaintext, ciphertext) pairs

- Electronic Code Book Mode (ECB)
- Encipher each block independently

- Cipher Block Chaining Mode (CBC)
- Xor each plaintext block with previous ciphertext block
- Requires an initialization vector for the first one
- The initialization vector can be made public

- Encrypt-Decrypt-Encrypt Mode (2 keys: k, k)
- Encrypt-Encrypt-Encrypt Mode (3 keys: k, k, k)

init. vector

m1

m2

…

DES

DES

…

c1

c2

…

sent

sent

init. vector

c1

c2

…

DES

DES

…

m1

m2

…

- What will happen if a bit gets lost during transmission?
- All blocks will not be aligned

- When one bit in a block flipped, only the next two blocks will be impacted.
- Plaintext “heals” after 2 blocks

- Design for computer system, associated software that could break any DES-enciphered message in a few days published in 1998
- Several challenges to break DES messages solved using distributed computing
- NIST selected Rijndael as Advanced Encryption Standard, successor to DES
- Designed to withstand attacks that were successful on DES