41900 – Fundamentals of Security
Project – 2 (Week 8 – Week 12)
One-Way Property versus Collision-Free Property
In this project you will investigate the difference between hash function’s two distinctive
properties: one-way property and collision-free property. You are required to use the brute-force
method to see how long it takes to break the hash generated using each of these properties.
Instead of using openssl’s command-line tools, you are required to update the C programs
provided to invoke the message digest functions in openssl’s crypto library. A sample code can
be found at the following link, it would be helpful to familiarize with the sample code:
http://www.openssl.org/docs/crypto/EVP_DigestInit.html.
Since most of the general hash functions are quite strong against the brute-force attack
conducted on those two properties, it can take years to break them using brute-force. Hence, to
make the task feasible we reduce the length of the hash value to 24 bits. You can use any oneway
hash function, but only the first 24 bits of the hash value generated will be used in this task.
As explained, we are using a modified one-way hash function.
"One-way" means that given a function output, you cannot find a matching input, except
by trying many potential inputs and getting lucky. A collision is about finding two distinct inputs
which yield the same output, without any predefined constraint on said output.
You must complete the code and run it to find out the following:
1. How many trials it will take you to break the one-way property using the brute-force method?
You should repeat your experiment for multiple times and report your average number of
trials.
2. How many trials it will take you to break the collision-free property using the brute-force
method? Similarly, you should report the average.
3. Based on your observation, which property is easier to break using the brute-force method?
There are two skeleton programs i.e. oneway.c and collision.c provided foe this assignment.
You aim is to complete the code, run it successfully and observe which property is easier to
break using the brute-force method.
The character set to be used is as follows:
0123456789!\"#$%&'()*+-/. ABCDEFGHIJKLMNOPQRSTUVWXYZabcdefghijklmnopqrstuvwxyz
41900 – Fundamentals of Security
Project – 2 (Week 8 – Week 12)
1. Brute force one-way property break
The program's objective is to hit a "target" hash value by generating the hash for different strings
and matching it with the target hash value.
The approach to generate strings and match them against a target is implemented as follows:
1. Start with string length 1
2. Generate all possible combinations of strings for current length using the character set,
generate its hash and compare it with the target hash.
3. If a match is found, the execution stops and reports the number of iterations used.
4. If no match is found in all possible strings of current length, increment length by ‘1’ and
go to step (2)
The brute force code is used in the one way property break program oneway.c to generate
strings In a systematic manner, exhausting all possibilities for a given length (starting with 1), and
incrementing the length if no match was found. You can refer to oneway.c program for 77
characters to be used for further processing in one way property.
The oneway.c should be executed a minimum of five times to find out the average number of
tries required to match the target hash.
2. Bute force collision free property break
In the case of collision free property, there is no restriction on target hash. The approach followed
in the collision.c program to break this property is as follows:
1. Allocated an array for saving hash values
2. Generate initial message (call it M)
3. Find M’s hash
4. Generate random string and find its hash
5. Compare hash from (4) to M’s hash, if a match is found then exit and report the number
of iterations used.
6. Compare hash from (4) to each hash value in array, if any match is found then exit and
report the number of iterations used.
7. If no match is found, save the hash from (4) into the array and go to step (4)
To break the collision free property, you just need to find two messages with matching hash
values. Matching the random string’s hash value to an initial hash as well as saved hash value (in
the array) increases the probability of finding hash value with less number of iterations.
Execute the collision.c program five times to find the average number of iteration required.
41900 – Fundamentals of Security
Project – 2 (Week 8 – Week 12)
Instructions for compiling and running the program:
To compile:
$ gcc –o oneway oneway.c –lcrypto –ldl –std=c99
$ gcc –o collision collision.c –lcrypto –ldl –std=c99
To run the code:
$ ./oneway md5
$ ./collision md5
Marking Criteria:
Total Weightage: 20%
Criteria Incomplete Work Partial Work Full Work
Program Completeness
0 Points 4 Points 7 Points
Program Submitted
without any changes
Program Modified, but missing
certain components
Program contains all
essential components.
Program
Functioning
0 Points 3 Points 5 Points
Program does not
compile / run
Program calculates ciphertext
but can’t find a match
Program calculates
ciphertext and finds a match
Demo and
Questionnaire
0 Points 4 Points 8 Points
Unable to answer
questions.
Able to partially answer the
questions. Able to answer all questions.
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