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I am having a strange problem. I have installed a new certificate from RapidSSL onto Apache on an Ubuntu server for the website http://www.radflek.com/shop/.

It seems to work absolutely fine on all PC browsers I try, but when I try on iPhone or iPad I receive the error: "Safari cannot open the page because it could not establish a secure connection to the server.".

Can anyone advise as to what might be wrong?!

UPDATE: I was unable to solve this issue, but when iOS 5.1 was released this issue resolved itself entirely so it appears to be related to iOS5.0 only.

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It's been reported that some GeoTrust CAs are not in Safari's keychain. This may be the case for you; does Safari report that the certificate is not trusted because it is not issued by a trusted authority or because it can not be verified? –  Chris S Feb 4 '12 at 19:18
    
That is the whole error message... not much to go on –  faroligo Feb 4 '12 at 19:21
    
Have you tried Safari browser for Windows? If it will have the same behaviour as on iPhone, then @ChrisS is correct. –  LazyOne Feb 4 '12 at 19:36
    
Haven't tried Safari for Windows but on Safari for OSX it works fine –  faroligo Feb 5 '12 at 2:15

2 Answers 2

They gave you an incomplete certificate chain; mobile browsers tend to be a little more sensitive to chain issues than others. The intermediate issuer certificate with a thumbprint of c039a3269ee4b8e82d00c53fa797b5a19e836f47 is being presented correctly, but the "root" certificate that your server is presenting isn't a root certificate at all; it's an intermediate.

The real root cert (de28f4a4ffe5b92fa3c503d1a349a7f9962a8212, which most browsers will figure out), and the presented root-that-isn't (7359755c6df9a0abc3060bce369564c8ec4542a3) share the same cryptographic key, so their signing relationship with the issuing CA works either way - but the presented root's not a root at all, its trust chain relies on a root certificate (d23209ad23d314232174e40d7f9d62139786633a) that isn't being sent.


Either they gave you a certificate bundle to point to with an SSLCertificateChainFile directive, or rolled the roots into the public key file that's pointed at with SSLCertificateFile - figure out which, then you'll be modifying that file.

Copy the file as a backup before modifying it. Then, find this section:

-----BEGIN CERTIFICATE-----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-----END CERTIFICATE-----

And replace it with this, to present the version of the root that's actually a root certificate:

-----BEGIN CERTIFICATE-----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-----END CERTIFICATE-----

Or, as option B if that causes issues for some reason, you could instead leave the current "root" in place then add its root certificate to the chain, at the bottom of the file:

-----BEGIN CERTIFICATE-----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-----END CERTIFICATE-----

Restart Apache fully after making changes - a graceful restart or "reload" doesn't pick up the changed certificate files correctly.

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Thanks so much for taking the time to have a look. I tried options A and B but the same issue seems to be occurring. I have left you option A in place, do you think you might be able to have another look? –  faroligo Feb 5 '12 at 2:15
    
@faroligo Looks like I'm seeing option B from the site at the moment - is that intended? Hmm, definitely still broken with that though - and either option ought to work because both CAs are in the list of iOS trusted roots. Something else is amiss - Do you have a manually defined SSLCipherSuite directive? What's in it, if so? –  Shane Madden Feb 5 '12 at 4:39
    
you are right, I had left option B in place, have now switched to option A again. You can see the chian file: gist.github.com/5ba269759df9a318deb7 I do not currently have a manually defined SSLCipherSuite, I previously tried with SSLCipherSuite !NULL:!ADH:!EXP:!LOW:SSLv3:+HIGH:+MEDIUM but that didn't seem to make a different. I have included the apache conf for the SSL site here: gist.github.com/d7c60d9a37e21021b758 –  faroligo Feb 5 '12 at 11:21
    
any other ideas? –  faroligo Feb 6 '12 at 16:16
    
Nothing in that config looks amiss to me.. is there anything else touching port 443 at all? What do you get from apache2ctl -S? And this this a long shot, but I'm guessing there's nothing useful in the error log? –  Shane Madden Feb 6 '12 at 16:52

Here's a StackOverflow posting related to RapidSSL intermediate certs on mobile devices:

http://stackoverflow.com/questions/7203857/rapidssl-certificate-not-trusted-on-android-tablet

share|improve this answer
    
The bundle that's linked to in the highest voted answer there has the same incomplete-chain issue. –  Shane Madden Feb 4 '12 at 21:57
    
Yes, that post describes exactly what I am doing. –  faroligo Feb 5 '12 at 11:41

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