Creation and Management of Certificates



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Security OpenSSL Creation and Management of Certificates Roberta Daidone roberta.daidone@iet.unipi.it

What are we going to do? Setup of a Certification Authority Creation of a self-signed root certificate Creation of a certificate request Creation of a X509 certificate Sign and verify a file hashing Revoke a certificate and issue a CRL

Creating the CA s environment Create the directories for the CA $ mkdir exampleca $ cd exampleca $ mkdir certs private certs exampleca private Change permissions for private directory: $ sudo chmod 700 private To verfiy: $ ls l

Creating the CA s environment The serial file keeps track of certificates serial. We'll initialize it to contain the number 0x01. $ echo 01 > serial The index.txt file is a database of sorts that keeps track of the certificates that have been issued by the CA. $ touch index.txt Create the openssl.cnf configuration file. $ touch openssl.cnf

Configure OPENSSL_CONF Set the OPENSSL_CONF environment variable to tell the OpenSSL were to find the openssl.cnf file $ OPENSSL_CONF=./openssl.cnf $ export OPENSSL_CONF To verify: $ echo $OPENSSL_CONF and you should see the openssl.cnf path

How is openssl.cnf structured? The OpenSSL configuration file is organized in sections. Each section has a case-sensitive name. [name] Each section contains a set of keys with an associated value. Also keys case-sensitive. keyword = value two important sections: [ca] to setup the ca command. It allows you to issue, verify and sign certificates, or CRLs. [req] to setup the req command. It allows you to issue the self-signed certificate, or ask for a certificate.

openssl.cnf [ ca ] default_ca = exampleca [ exampleca ] dir =. #exampleca dir certificate = $dir/cacert.pem database = $dir/index.txt serial = $dir/serial new_certs_dir = $dir/certs private_key = $dir/private/privkey.pem default_days = 365 default_crl_days = 7 default_md = md5

openssl.cnf policy x509_extensions [ exampleca_policy ] commonname stateorprovincename countryname organizationname organizationalunitname = exampleca_policy = certificate_extensions = supplied = supplied = supplied = supplied = optional [ certificate_extensions ] basicconstraints = CA:false

Creating a self-signed root certificate You need some configuration file additions for generating a self-signed root certificate. The req command has the following section in openssl.cnf [ req ] default_bits = 2048 default_keyfile =./private/privkey.pem default_md = md5 prompt = no distinguished_name = root_ca_distinguished_name x509_extensions = root_ca_extensions

Creating a self-signed root certificate [ root_ca_distinguished_name ] commonname = Daidone CA stateorprovincename = Italy countryname = EU emailaddress = daidone@mycert.it organizationname = Root Cert Authority [ root_ca_extensions ] basicconstraints = CA:true Now you can issue your self-signed root certificate the CA s private and public keys

Creating a self-signed root certificate Execute the req command $ cd exampleca/ $ openssl req -x509 -newkey rsa:2048 -out cacert.pem -outform PEM -x509 is the certificate format -newkey rsa:2048 a pair of RSA keys will be generated, of 2048 bits each -out <file> certificate output file -outform output format 11

Effects You are prompted for a passphrase to encrypt your private key. Two files are generated: privkey.pem in exampleca/private. cacert.pem in exampleca/. To visualize the certificate we use the x509 command: $ openssl x509 -in cacert.pem -text noout -text prints out the certificate in text form. -noout prevents output of the encoded version of the request

Issuing a certificate request As part of the process to generate a certificate request, a new key pair is also generated. Start with a clean shell without the OPENSSL_CONF environment variable set, so that the default configuration file is used. Create the user directory (just to distinguish) $ mkdir exampleuser $ cd exampleuser Generate a certificate request $ openssl req -newkey rsa:1024 -keyout testkey.pem -keyform PEM -out testreq.pem

Effects OPENSSL_CONF is not set => you are prompted for more information The first passphrase that is used to encrypt the private key. The challenge phrase is stored in the certificate request and is otherwise ignored by OpenSSL! As a result two files are created: testkey.pem for the private key testreq.pem for the certificate request To visualize the request: $ openssl req in testreq.pem -text noout

Issuing a certificate from a request Make sure you are in the shell with the OPENSSL_CONF variable set. Issue the command to generate the certificate: $ openssl ca in testreq.pem Effects: OpenSSL asks for the passphrase associated to the CA's private key. After displaying the subject's distinguished name, OpenSSL prompts you for confirmation to sign the certificate. The certificate file (<serial>.pem) is in the exampleca/certs directory.

Create and sign a digest Create the data.txt file $ echo Please, sign me > data.txt Create the digest file hash: $ openssl dgst -sha1 < data.txt > hash Sign the hash file to the signature file: $ openssl rsautl -sign -inkey testkey.pem -keyform PEM -in hash > signature

Public key retrieval By means of the rsa command you obtain the public key from the testkey.pem file $ openssl rsa -in testkey.pem -out public.pem -outform PEM pubout -pubout by default a private key is output: with this option a public key will be output instead. To visualize public key: $ openssl rsa -in public.pem -text -noout pubin -pubin by default a private key is read from the input file: with this option a public key is read instead.

Signature verification Verify signature file to obtain verified file containing the digest. $ openssl rsautl -verify -inkey public.pem -keyform PEM -pubin -in signature > verified Verify that verified and hash are identical: $ diff -s verified hash - s reports when two files are the same

Certificate revocation To revoke a certificate you need a copy of a certificate you want to revoke. $ cp cert/01.pem testrevoke.pem Use the ca command with the revoke option, specifying the name of the copy of the certificate we created. $ openssl ca -revoke testrevoke.pem Effects: OpenSSL prompts us for the passphrase protecting the CA's private key. In the index.txt file, an R appears in the line of our certificate.

CRL To issue a CRL, use the ca command with the - gencrl option. $ openssl ca -gencrl out CRLfile.pem keyform PEM Effects: OpenSSL prompts us for the passphrase protecting the CA's private key. If the command completes without writing anything to stdout indicates success and the CRLfile.pem is generated To visualize the CRL: $ openssl crl in CRLfile.pem -text -noout

Exercise Create a key pair using the OpenSSL command line tool Substitute keys you used for the RSA C exercise with these you have already generated Readapt the code of client and server to use new keys

Exercise Create a key pair using the OpenSSL command line tool Substitute keys you used for the RSA C exercise with these you have already generated Readapt the code of client and server to use new keys Suggestion: keys you used last time were RSA keys, these are EVP_PKEY keys.