• nickwitha_k (he/him)@lemmy.sdf.org
      link
      fedilink
      arrow-up
      5
      ·
      edit-2
      9 months ago

      That is a very good question. At this point, a hash function in the SHA-2 family is generally considered secure.

      MD5 has been known to be cryptographically insecure since about 2008. Collisions can be reliably reached in sub-second timeframes on hardware that is over a decade old. It also has many other attack vectors. The only place that it really could reasonably be used is when checking for file integrity for an rsync or the like but even then, with modern hardware, there’s little reason to not use a secure hashing algorithm.

      For SHA-1, successful collisions were hit in under 2^69 ops as early as 2005.

      In 2017, Big G (when they were still trying but to be evil) announced the SHAttered attack that that reliably reached collisions with 2^63.1 ops. SHAttered required 6500 CPU-years and 110 GPU-years to implement but that’s a number well within reach for a well-funded adversary. Several other attacks from other directions have been proven out with the barrier to entry getting significantly lower. It doesn’t even take a state actor anymore with costs being estimated as low as $45k USD in 2020.

      SHA-2 has not yet had any publicly disclosed success in defeating all hashing rounds. Last year, there was success in collision in 31/60 rounds for SHA-256 and 31/80 rounds for SHA-512. So, it’s generally thought to still be secure (noone has had yet disclosed a practical collision or pseudo collusion that is close to defeating ALL rounds).

      EDIT: Newlines to avoid formatting (how do I escape formatting characters?)

      • vanderbilt@lemmy.world
        link
        fedilink
        English
        arrow-up
        5
        ·
        9 months ago

        The use of MD5 becomes a bigger issue when paired with the lack of package signatures. You can inject code into a package and find a colliding digest absurdly fast. I and a friend from Threatlocker created a Metasploit module to use Deb packages for local privesc based on the concept. If it touches the filesystem outside of the APT cache it becomes a vector.

          • vanderbilt@lemmy.world
            link
            fedilink
            English
            arrow-up
            5
            ·
            9 months ago

            In theory (whitepaper is still being written), if you MITM the connection to the APT mirror it’s using you can also carry out the attack over the network by injecting it into the package on the fly. Cert pinning might be a blocker, but local (LAN) package mirrors might still be valid attack targets. Enterprises often use MITM certs for things like DLP and packet inspection we might be able to leverage at least.

            • nickwitha_k (he/him)@lemmy.sdf.org
              link
              fedilink
              arrow-up
              4
              ·
              9 months ago

              Yeah. This is a pretty big issue. Proper handling of MitM certs via a trusted root CA on the enterprise machines could mitigate a bit by avoiding use of TLS skip-verify but, there’s still a wider threat surface than there should be due to the use of MD5. Sub-second collisions means that malicious code could be readily inserted by an adversary through something like that xz backdoor and likely go unnoticed for much longer.

              Time to figure out contributing to Debian.

              • vanderbilt@lemmy.world
                link
                fedilink
                arrow-up
                3
                ·
                9 months ago

                To save you some effort, they do not consider it a priority to fix. Code was attempted to merge that would make package signatures the default, but it was removed because it “was a waste of cpu cycles” when “md5 and the https was just as good”. I’m not kidding, you can find the whole conversation in the Debian mailing archives. So instead I’m going to make it known how dumb it is, and encourage people to use something else.

                • nickwitha_k (he/him)@lemmy.sdf.org
                  link
                  fedilink
                  arrow-up
                  2
                  ·
                  9 months ago

                  Oh my. That’s extremely disappointing. I love the project but part of making software free and accessible is ensuring that trust is reasonable to place in it. I’ll probably still see if I can get my head around dpkg enough to fork it to replace MD5 with an actually secure hashing algorithm and make signing mandatory. I’ve found what I think is the file specification already (my C is in need of exercising) and I’ve been waiting too long for my with to get back to me on contributing to open source projects so, this could be a good one.

                  Please do share the white paper when published. I’m looking forward to that.

                  • vanderbilt@lemmy.world
                    link
                    fedilink
                    English
                    arrow-up
                    2
                    ·
                    edit-2
                    9 months ago

                    I admire your gusto! I think it’s doable, and you can definitely pull it off if you want to. To replace MD5 and implement signatures you need to do the following, as a high level overview:

                    Extend dpkg to know what SHA2 is, and reliably detect it. (maybe measure hash length or specifying a new version using the control file?)

                    dpkg must also know what a signature is. More on that below.

                    Providing automatic/mandatory signing will require code to handle PKI as well as a place to store the signing information. I would do it by signing the two archives found within Deb packages, then placing information about the signing in the top-level of the package. Existing tools need to be able to ignore or handle whatever you implement as a rule of thumb.

                    Note that this is just my approach and maybe you can do better.

                    I also recommended looking into https://lists.debian.org/debian-dpkg/2001/03/msg00024.html. This is the thread I mentioned earlier, in which package signatures were discussed and ultimately turned down. Maybe the easiest approach is to re-implement what the contributor was trying to do back then, but with modern code and standards? If you want more resources, including my presentation on the topic to HackCFL and CitrusSec, let me know. I am here for whatever technical assistance or industry contacts I can provide. The white paper might be done in a month, minus peer review. I’m very busy and so is he. Good luck in any case!