Data Encryption Standard (DES)

1. The block size in DES is 64 bits. The cipher key size is 56 bits. The round key size
is 48 bits.
2. DES uses 16 rounds.
3. In the first approach, DES uses 16 mixers and 15 swappers in encryption or
decryption algorithm; in the second (alternative approach), DES use 16 mixers and
16 swappers in encryption or decryption algorithm.
4. In DES, encryption or decryption uses 16 × 2 + 2 = 34 permutations, because each
mixer uses two permutations and there are two permutations before and after the
rounds. The round-key generator uses 17 permutation operations: one parity drop
and 16 compression permutation operations for each round.
5. The total number of exclusive-or operations is 16 × 2 = 32, because each round
uses two exclusive-or operations (one inside the function and one outside of the
function).
6. The input to the function is a 32-bit word, but the round-key is a 48-bit word. The
expansion permutation is needed to increase the number of bits in the input word
to 48.
7. The cipher key that is used for DES include the parity bits. To remove the parity
bits and create a 56-bit cipher key, a parity drop permutation is needed. Not only
does the parity-drop permutation drop the parity bits, it also permutes the rest of
the bits.
8. A weak key is the one that, after parity drop operation, consists either of all 0s, all
1s, or half 0s and half 1s. Each weak key is the inverse of itself: E k(Ek(P)) = P. A
semi-weak key creates only two different round keys and each of them is repeated
eight times. The semi-weak round keys come in pairs, where a key in the pair is the
inverse of the other key in the pair: Ek1(Ek2(P)) = P. A possible weak key is a key
that creates only four distinct round keys; in other words, the sixteen round keys
are divided into four groups and each group is made of four equal round keys.
2
9. Double DES uses two instances of DES ciphers for encryption and two instances
of reverse ciphers for decryption. Each instance uses a different key, which means
that the size of the key is 112 bits. However, double DES is vulnerable to meet-inthe-
middle attack.
10. Triple DES uses three stages of DES for encryption and decryption. Two versions
of triple DES are in use today: triple DES with two keys and triple DES with three
keys. In triple DES with two keys, there are only two keys: K1 and K2. The first
and the third stages use K1; the second stage uses K2. In triple DES with three
keys, there are three keys: K1, K2, and K3.
Exercises
11.
a.
b.
c.
d.
12. The following table shows the output from all boxes. No pattern can be found:
13. The following table shows the output from all boxes. No pattern can be found:
Input: 1 1011 1 → 3, 11 → Output: 03 (0011)
Input: 0 0110 0 → 0, 6 → Output: 09 (1001)
Input: 0 0000 0 → 0, 0 → Output: 04 (0100)
Input: 1 1111 1 → 3, 15 → Output: 09 (1001)
Input Box 1 Box 2 Box 3 Box 4 Box 5 Box 6 Box 7 Box 8
000000 1110 1111 1010 0111 0010 1100 0100 1101
Input Box 1 Box 2 Box 3 Box 4 Box 5 Box 6 Box 7 Box 8
111111 1101 1001 1100 1110 0011 0011 1101 1011
3
14.
a. The following shows that 3 bits will be changed in the output.
b. The following shows that 2 bits will be changed in the output.
15.
a. The following shows that 2 bits will be changed in the output.
b. The following shows that 2 bits will be changed in the output.
16.
a. The following shows that two outputs are different.
b. The following shows that two outputs are different.
Input: 0 0000 0 → 00, 00 → Output: 10 (1010)
Input: 0 0000 1 → 01, 00 → Output: 13 (1101)
Input: 1 1111 1 → 03, 15 → Output: 09 (1001)
Input: 1 1101 1 → 03, 14 → Output: 14 (1100)
Input: 0 0110 0 → 00, 06 → Output: 03 (0011)
Input: 0 0000 0 → 00, 00 → Output: 15 (1111)
Input: 1 1001 1 → 03, 09 → Output: 06 (0110)
Input: 1 1111 1 → 03, 15 → Output: 09 (1001)
Input: 0 0110 0 → 00, 06 → Output: 09 (1001)
Input: 1 1000 0 → 02, 08 → Output: 15 (1111)
Input: 1 1001 1 → 03, 09 → Output: 04 (0100)
Input: 0 0111 1 → 01, 07 → Output: 03 (0011)
4
17. The following table shows 32 input pairs and 32 output pairs. The last column is
the difference between the outputs.
If we sort the table on last column (output differences), we get the following: two
(0011)’s, five (0101)’s, four (0110)’s, three (0111)’s, three (0111)’s, one (1010),
one (1011), one (1100), five (1100)’s, four (1101)’s, one (1110), and two (1111)’s.
None of the group has a size larger than eight.
Input pairs Output pairs d
000000 000001 0010 1110 1100
000010 000011 1100 1011 0111
000100 000101 0100 0010 0110
000110 000111 0001 1100 1111
001000 001001 0111 0100 0011
001010 001011 1010 0111 1001
001100 001101 1011 1101 0110
001110 001111 0110 0001 0111
010000 010001 1000 0101 1101
010010 010011 0101 0000 0101
010100 010101 0011 1111 1100
010110 010111 1111 1010 0101
011000 011001 1101 0011 1110
011010 011011 0000 1001 1001
011100 011101 1110 1000 0110
011110 011111 1001 0110 1111
100000 100001 0110 1011 1101
100010 100011 0010 1000 1010
100100 100101 0001 1100 1101
100110 100111 1011 0111 1100
101000 101001 1010 0001 1011
101010 101011 1101 1110 0011
101100 101101 0111 0010 0101
101110 101111 1000 1101 0101
110000 110001 1111 0110 1001
110010 110011 1001 1111 0110
110100 110101 1100 0000 1100
110110 110111 0101 1001 1100
111000 111001 0110 1010 1100
111010 111011 0011 0100 0111
111100 111101 0000 0101 0101
111110 111111 1110 0011 1101
5
18. For S-Box 7, we set the first (leftmost) input bit to 0. We change the other five
input bits. We then observe one of the output bits (we have chosen the third bit
from the let) and count how many 0’s and how may 1’s we obtain for this bit.
These two count must be close to each other. The following table shows inputs and
outputs.
As the table shows we have 17 0’s and 15 1’s; close enough.
19. Figure S6.19 shows the situation. The inputs to S-box 7 in round 2 comes from six
different S-boxes in round 1.
Input Output Third bit
0 0000 0 0 1 0 0 0
0 0000 1 1 1 0 1 0
0 0001 0 1 0 1 1 1
0 0001 1 0 0 0 0 0
0 0010 0 0 0 1 0 1
0 0010 1 1 0 1 1 1
0 0011 0 1 1 1 0 1
0 0011 1 0 1 1 1 1
0 0100 0 1 1 1 1 1
0 0100 1 0 1 0 0 0
0 0101 0 0 0 0 0 0
0 0101 1 1 0 0 0 0
0 0110 0 1 0 0 0 0
0 0110 1 0 0 0 1 0
0 0111 0 1 1 0 1 0
0 0111 1 1 0 1 0 1
0 1000 0 0 0 1 1 1
0 1000 1 1 1 1 0 1
0 1001 0 1 1 0 0 0
0 1001 1 0 0 1 1 1
0 1010 0 1 0 0 1 0
0 1010 1 0 1 0 1 0
0 1011 0 0 1 1 1 1
0 1011 1 1 1 0 0 0
0 1100 0 0 1 0 1 0
0 1100 1 0 0 1 0 1
0 1101 0 1 0 1 0 1
0 1101 1 1 1 1 1 1
0 1110 0 0 0 0 0 0
0 1110 1 1 0 0 0 0
0 1111 0 0 0 0 1 0
0 1111 1 0 1 1 0 1
6
a. The six inputs to S-box 7 in round 2 come from six outputs (37, 38, 39, 40, 41,
42) of expansion permutation box.
b. The above six outputs correspond to the six inputs (24, 25, 26, 27, 28, 29) in the
expansion permutation box (See Table 6.2 in the textbook).
c. The above six inputs correspond to the six inputs (09, 19, 13, 30, 06, 22) inputs
in the straight permutation box (See Table 6.11 in the textbook).
d. The above six inputs correspond to the outputs of six different S-Boxes (S-3, S-
5, S-4, S-8, S-2, and S-6) in round 1.
20. Figure S6.20 shows the situation. The inputs to S-box 7 in round 2 comes from six
S-boxes in round 1.
Figure S6.19 Solution to Exercise 19
Figure S6.20 Solution to Exercise 20
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
Straigh
P-box
(Round 1)
Round 1
Round 2
Expansion
P-box
(Round 2)
06 09 13 19 22 30
25
26 25 29 27
28 29
28
24 25 29
24
24
28
37 42
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
Straigh
P-box
(Round 3)
Round 3
Round 4
Expansion
P-box
(Round 4)
01 05 15 17 23 26
09 13
09 13 10 08 11 12
12
08 09 13
08
12
13 18
7
a. The six inputs to S-box 3 in round 4 come from six outputs (13, 14, 15, 16, 17,
18) of expansion permutation box in round 4.
b. The above six outputs corresponds to the six inputs (08, 09, 10, 11, 12, 13) in
the expansion permutation box in round 4 (See Table 6.2 in the textbook).
c. The above six inputs correspond to the six inputs (17, 01, 15, 23, 26, 05) inputs
in the straight permutation box (See Table 6.11 in the textbook).
d. The above six inputs correspond to the outputs of six different S-Boxes (S-5, S-
1, S-4, S-6, S-7, and S-2) in round 3. None of them come from S-3.
21. Figure S6.21 shows the situation. The outputs from S-box 4 in round 3 go to four
S-boxes in round 4.
a. The four outputs from S-box 3 in round 4 go to six outputs (26, 20, 10, 01) of
straight permutation box (See Table 6.1).
b. The above four outputs correspond to four outputs (33, 29, 15, 02) in the expansion
permutation box (See Table 6.11).
c. The above four inputs corresponds to the inputs of four different S-Boxes (S-6,
S-5, S-3, and S-1) in round 4.
22. Figure S6.22 shows the situation. The outputs from S-box 6 in round 12 goes to
four different S-boxes in round 13. None of them go to S-box 6. So the criterion
cannot actually be tested by these exercise, but it does not violate the criterion
either.
Figure S6.21 Solution to Exercise 21
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
Straigh
P-box
(Round 3)
Round 3
Round 4
Expansion
P-box
(Round 4)
01 10 20 26
02 15 29 33
13 16
8
23. Figure S6.23 shows the situation. We assume j = 5.
a. One output from S-box 3 (output 10) goes to the first input of S-box 5 (input
25).
b. An output from S-box 4 (output 14) goes one the last two inputs of S-box 6
(input 29).
c. An output from S-box 6 (output 24) goes to one of the middle input of S-box 5
(input 19).
Figure S6.22 Solution to Exercise 22
Figure S6.23 Solution to Exercise 23
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
Straigh
P-box
(Round 12)
Round 12
Round 13
Expansion
P-box
(Round 13)
04 11 19 29
05 16 28 42
21 24
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
Straigh
P-box
(Round 10)
Round 10
J
J
J−2 J−1 J +1
Round 11
Expansion
P-box
(Round 11)
10 14 24
19
19
16 20
16 20
25 2829
9
24. The solution can be found in Figure S6.24. The outputs of S-4 is distributed
between S-1, S-3, S-5, and S-7 in the next round.
a. The output 16 goes to bit 2 (one of the first two bits of S-box 1).
b. The output 14 goes to bit 29 (the last bit of S-box 5).
c. The output 15 goes to bit 15 (one of middle bit of S-box 3).
d. The output 13 goes to bit 33 (one of the middle bit of S-6).
25. Figure S6.25 will help us in this problem.
Figure S6.24 Solution to Exercise 24
Figure S6.25 Solution to Exercise 25
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
Straigh
P-box
(Round 3)
Round 3
Round 4
Expansion
P-box
(Round 4)
01 10 20 26
02 15 29 33
13 16
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
S-1 S-2 S-3 S-4 S-5 S-6 S-7 S-8
Straigh
P-box
(Round 4)
Round 4
Round 5
Expansion
P-box
(Round 5)
18 19 20
3 14
4
25
21 38
10
a. Only output 19 form S-box 5 (in round 4) goes to S-box 7 (in round 5). However,
the input 38 is not a middle input, so the criterion does not apply. This
answers the question about this exercise, but we do some more investigations.
b. Output 18 from S-box 5 goes a middle input (21) in S-box 4 in the next round.
To check the criteria, we need to see if any input from S-box 4 goes to a middle
input in next round. Looking at Figure S6.24, we can see that this is not the
case. The criterion applies here.
c. We also observe that output 19 from S-box 5 goes a middle input in S-box 1
(input 4). However, none of the inputs from S-box 1 in round 4 goes to a middle
input of S-box 5 in the next round. Only one output from S-box 1 (output 2 goes
to S-box 5, input 26, but it is not a middle input). The criterion applies here.
26. Figure S6.26 shows the alternative approach.
Figure S6.26 Solution to Exercise 26
f
64-bit plaintext
Round 16 Round 1
Initial permutation
64-bit ciphertext
f
f
f
Round 1
Final permutation
64-bit plaintext
64-bit ciphertext
Round 16
K16
K1
Final permutation Initial permutation
11
27. Figure S6.27 shows a three-round cipher. We prove the equalities between the L’s
and R’s from bottom to top. We have labeled each left section in the encryption Li
and in the decryption (Li)’; we have labeled each right sections Ri in the encrypting
and (Ri)’ in decryption.
a. Since final permutation and initial permutations are inverse of each other (if
there is no corruption during transmission), we have
b. Using the previous equalities and the relations in the mixers, we have
Figure S6.27 Solution to Exercise 27
(L3)′ = (L3) (R3)′ = (R3)
(L2)′ = (R3)′ = R3 = R2 (R2)′ = (L3)′ ⊕ f [(R3)′, K3]
(R2)′ = L3 ⊕ f [R3, K3]
(R2)′ = L2 ⊕ f [R2, K3] ⊕ f [R2, K3]
(L2)′ = R2 (R2)′ = L2
f
f
f
f
f
f
64-bit plaintext
L0 R0
L3 (L3)’
(L0)’ (R0)’
R3 (R3)’
Round 1
Round 1
Round 2
Round 2
Round 3
Round 3
Initial permutation Final permutation
Final permutation
64-bit ciphertext
64-bit plaintext
64-bit ciphertext
K1
K2
K3
Initial permutation
12
c. Using the previous equalities and the relations in the mixers, we have
d. Using the previous equalities and the relations in the mixers, we have
We have proved that (L1)′ = L0 and (R0)′ = R0. Since the final permutation and initial
permutation are inverse of each other, the plaintext created at the destination is
the same as the plaintext started at the source.
28. If we create a table of input and output, we can answers the three questions.
a. The missing inputs are 09, 18, 22, 25, 35, 38, 43 and 54.
b. From above table, we can see that the left 24 bits come from the left 28 bits
(except bits 09, 18, 22, and 25, which are blocked).
c. From the above table, we can see the right 24 bits come from the right 28 bits
(except bits 35, 38, 43, and 54, which are blocked).
29. The following shows the result:
(L1)′ = (R2)′ = L2= R1 (R1)′ = R2 ⊕ f [L2, K2]
(R1)′ = R2 ⊕ f [R1, K2]
(R1)′ = L1 ⊕ f [R1, K1] ⊕ f [R1, K1]
(L1)′ = R1 (R1)′ = L1
(L0)′ = (L1)′ ⊕ f [(R1)′, K1] (R0)′ = (R1)′ = L1 = R0
(L0)′ = R1 ⊕ f [L1, K1]
(L0)′ = L0 ⊕ f [L0, K1] ⊕ f [L0, K1]
(L1)′ = L0 (R0)′ = R0
In Out In Out In Out In Out
14 01 23 13 41 25 44 37
17 02 19 14 52 26 49 38
11 03 12 15 31 27 39 39
24 04 04 16 37 28 56 40
01 05 26 17 47 29 34 41
05 06 08 18 55 30 53 42
03 07 16 19 30 31 46 43
28 08 07 20 40 32 42 44
15 09 27 21 51 33 50 45
06 10 20 22 45 34 36 46
21 11 13 23 33 35 29 47
10 12 02 24 48 36 32 48
(1066 0099 0088 0088)16
13
30. The following shows the result:
31. The first round key is
32. The following shows the effect:
When we complement the plaintext and the key, the ciphertext is complemented.
33. Figure S6.33 shows the encryption using 3DES with two keys, in which X or Y are
the intermediate texts.
Van Oorschot and Wiener have devised a meet-in-the-middle attack on the above
configuration. The attack is basically a known-plaintext attack. It follows the
steps shown below:
a. Eve intercepts n plaintext/ciphertext pairs and stores them in a table which is
sorted on values of P as shown below:
(0F55 AAFF 0F55 AAFF)16
(1437 4013 3784)16
Originals Complements
Plaintext: 0000 0000 0000 0000 FFFF FFFF FFFF FFFF
Key: 0000 0000 0000 0000 FFFF FFFF FFFF FFFF
Ciphertext: 0808 02AA AA02 A8AA F7F7 FD55 55FD 5755
Figure S6.33 Solution to Exercise 33
Plaintext Ciphertext
P1
P2…
Pn
C1
C2…
Cn
Table 1: n P/C pairs
PC
K1 K2 K1
Encryption
DES
cipher
DES
cipher
DES
cipher
XY
14
b. Eve now chooses a value for X (see Figure S6.33) and uses the decryption algorithm,
and all 256 possible K1’s values to create 256 different P values as shown
below:
c. If a value of P created in step b matches one of the value of P in Table 1, Eve
uses the corresponding value for K1 (from the list in step b) and the value of C
from Table 1 and calculates a value for second intermediate text Y = D (K1, C).
Now Eve creates a second table, Table 2, which is sorted on the value of Y. Eve
has now r possible candidate for K1 keys.
d. Eve now searches for K2. For each 256 possible values of K2, Eve uses the
decryption algorithm and the value of X chosen in step b to create 256 different
values for Y’s.
If a value of Yi created in this step matches one of the value in Table 2, Eve
have found a pair of keys: K1 is extracted from Table 2 and K2 is extracted
from the decryption algorithm that matches the value of Y in Table 2.
e. Now Eve tests pairs of K1/K2 values on more intercepted plaintext/ciphertext.
If there is matching, Eve has found the keys; if there is no match, Eve needs to
repeat step b to e using a different value of X.
34.
P1 = D (K11, X) P2 = D (K12, X) … Pm = D (K1m, X) where m = 256
Y K1
Y1
Y2
…Y
r
K11
K12
…
K1r
Table 2: r Y/K1 pairs
Y1 = D (K21, X) Y2 = D (K22, X) … Ym = D (K2m, X) where m = 256
permute (n, m, inBlock[1 … n], outBlock[1 … m], permutationTable[1 … m])
{
i← 1
while (i ≤ m)
{
outBlock[i] ← inBlock[permutationTable[i]]
i← i+ 1
}
return
}
15
35.
36.
37.
split (n, m, inBlock[1 … n], leftBlock[1 … m], rightBlock[1 … m])
{
i← 1
while (i ≤ m)
{
leftBlock[i] ← inBlock[i]
rightBlock[i] ← inBlock[i + m]
i← i+ 1
}
return
}
combine (n, m, leftBlock[1 … n], rightBlock[1 … n], outBlock[1 … m])
{
i← 1
while (i ≤ m)
{
outBlock[i] ← leftBlock[i]
outBlock[i + m] ← rightBlock[i]
i← i+ 1
}
return
}
exclusiveOr (n, firstBlock[1 … n], secondBlock[1 … n], outBlock[1 … n])
{
i← 1
while (i ≤ n)
{
outBlock[i] ← firstBlock [i] ⊕ secondBlock[i]
i← i+ 1
}
return
}
16
38.
39. We have added one extra parameter ED (encrypt/decrypt). If ED = E, we do
encryption; if ED = D, we do decryption.
cipher (plainBlock[1 … 64], RoundKeys[1 … 16][1 … 48], cipherBlock[1 … m64])
{
permute (64, 64, plainBlock, inBlock, InitialPermutationTable)
split (64, 32, inBlock, rightBlock, leftBlock)
for (round = 1 to 16)
{
mixer (leftBlock, rightBlock, RoundKey[round])
swapper (leftBlock, rightBlock)
}
swapper (leftBlock, rightBlock)
combine (32, 64, leftBlock, rightBlock, outBlock)
permute (64, 64, outBlock, cipherBlock, FinalPermutationTable)
}
cipher (ED, plainBlock[1…64], RoundKeys[1…16][1…48], cipherBlock[1 … m64])
{
permute (64, 64, plainBlock, inBlock, InitialPermutationTable)
split (64, 32, inBlock, rightBlock, leftBlock)
for (round = 1 to 16)
{
if (ED = E)
mixer (leftBlock, rightBlock, RoundKey[round]
if (ED = D)
mixer (leftBlock, rightBlock, RoundKey[16 − round]
if (round!= 16)
swapper (leftBlock, rightBlock)
}
combine (32, 64, leftBlock, rightBlock, outBlock)
permute (64, 64, outBlock, cipherBlock, FinalPermutationTable)
}