ntified by an alias string. Whilst many keystore implementations treat aliases in a case insensitive manner, case sensitive implementations are available. The PKCS11 specification, for example, requires that aliases are case sensitive. To avoid issues related to the case sensitivity of aliases, it is not recommended to use aliases that differ only in case.

To import an existing certificate into a JKS keystore, please read the documentation (in your JDK documentation package) about keytool. Note that OpenSSL often adds readable comments before the key, but keytool does not support that. So if your certificate has comments before the key data, remove them before importing the certificate with keytool.

To import an existing certificate signed by your own CA into a PKCS12 keystore using OpenSSL you would execute a command like:

openssl pkcs12 -export -in mycert.crt -inkey mykey.key
                        -out mycert.p12 -name tomcat -CAfile myCA.crt
                        -caname root -chain

For more advanced cases, consult the OpenSSL documentation.

To create a new JKS keystore from scratch, containing a single self-signed Certificate, execute the following from a terminal command line:

Windows:

"%JAVA_HOME%\bin\keytool" -genkey -alias tomcat -keyalg RSA

Unix:

$JAVA_HOME/bin/keytool -genkey -alias tomcat -keyalg RSA

(The RSA algorithm should be preferred as a secure algorithm, and this also ensures general compatibility with other servers and components.)

This command will create a new file, in the home directory of the user under which you run it, named ".keystore". To specify a different location or filename, add the -keystore parameter, followed by the complete pathname to your keystore file, to the keytool command shown above. You will also need to reflect this new location in the server.xml configuration file, as described later. For example:

Windows:

"%JAVA_HOME%\bin\keytool" -genkey -alias tomcat -keyalg RSA
  -keystore \path\to\my\keystore

Unix:

$JAVA_HOME/bin/keytool -genkey -alias tomcat -keyalg RSA
  -keystore /path/to/my/keystore

After executing this command, you will first be prompted for the keystore password. The default password used by Tomcat is "changeit" (all lower case), although you can specify a custom password if you like. You will also need to specify the custom password in the server.xml configuration file, as described later.

Next, you will be prompted for general information about this Certificate, such as company, contact name, and so on. This information will be displayed to users who attempt to access a secure page in your application, so make sure that the information provided here matches what they will expect.

Finally, you will be prompted for the key password, which is the password specifically for this Certificate (as opposed to any other Certificates stored in the same keystore file). The keytool prompt will tell you that pressing the ENTER key automatically uses the same password for the key as the keystore. You are free to use the same password or to select a custom one. If you select a different password to the keystore password, you will also need to specify the custom password in the server.xml configuration file.

If everything was successful, you now have a keystore file with a Certificate that can be used by your server.

Edit the Tomcat Configuration File

Tomcat can use two different implementations of SSL:

  • the JSSE implementation provided as part of the Java runtime (since 1.4)
  • the APR implementation, which uses the OpenSSL engine by default.
The exact configuration details depend on which implementation is being used. If you configured Connector by specifying generic protocol="HTTP/1.1" then the implementation used by Tomcat is chosen automatically. If the installation uses APR - i.e. you have installed the Tomcat native library - then it will use the APR SSL implementation, otherwise it will use the Java JSSE implementation.

As configuration attributes for SSL support significantly differ between APR vs. JSSE implementations, it is recommended to avoid auto-selection of implementation. It is done by specifying a classname in the protocol attribute of the Connector.

To define a Java (JSSE) connector, regardless of whether the APR library is loaded or not, use one of the following:

<!-- Define a HTTP/1.1 Connector on port 8443, JSSE NIO implementation -->
<Connector protocol="org.apache.coyote.http11.Http11NioProtocol"
           port="8443" .../>

<!-- Define a HTTP/1.1 Connector on port 8443, JSSE BIO implementation -->
<Connector protocol="org.apache.coyote.http11.Http11Protocol"
           port="8443" .../>

Alternatively, to specify an APR connector (the APR library must be available) use:

<!-- Define a HTTP/1.1 Connector on port 8443, APR implementation -->
<Connector protocol="org.apache.coyote.http11.Http11AprProtocol"
           port="8443" .../>

If you are using APR, you have the option of configuring an alternative engine to OpenSSL. 


<Listener className="org.apache.catalina.core.AprLifecycleListener"
          SSLEngine="someengine" SSLRandomSeed="somedevice" />
The default value is 

<Listener className="org.apache.catalina.core.AprLifecycleListener"
          SSLEngine="on" SSLRandomSeed="builtin" />
So to use SSL under APR, make sure the SSLEngine attribute is set to something other than off. The default value is on and if you specify another value, it has to be a valid engine name.

SSLRandomSeed allows to specify a source of entropy. Productive system needs a reliable source of entropy but entropy may need a lot of time to be collected therefore test systems could use no blocking entropy sources like "/dev/urandom" that will allow quicker starts of Tomcat.

The final step is to configure the Connector in the $CATALINA_BASE/conf/server.xml file, where $CATALINA_BASE represents the base directory for the Tomcat instance. An example <Connector> element for an SSL connector is included in the default server.xml file installed with Tomcat. To configure an SSL connector that uses JSSE, you will need to remove the comments and edit it so it looks something like this:


<!-- Define a SSL Coyote HTTP/1.1 Connector on port 8443 -->
<Connector
           protocol="org.apache.coyote.http11.Http11NioProtocol"
           port="8443" maxThreads="200"
           scheme="https" secure="true" SSLEnabled="true"
           keystoreFile="${user.home}/.keystore" keystorePass="changeit"
           clientAuth="false" sslProtocol="TLS"/>

The APR connector uses different attributes for many SSL settings, particularly keys and certificates. An example of an APR configuration is: 


<!-- Define a SSL Coyote HTTP/1.1 Connector on port 8443 -->
<Connector
           protocol="org.apache.coyote.http11.Http11AprProtocol"
           port="8443" maxThreads="200"
           scheme="https" secure="true" SSLEnabled="true"
           SSLCertificateFile="/usr/local/ssl/server.crt"
           SSLCertificateKeyFile="/usr/local/ssl/server.pem"
           SSLVerifyClient="optional" SSLProtocol="TLSv1+TLSv1.1+TLSv1.2"/>

The configuration options and information on which attributes are mandatory, are documented in the SSL Support section of the HTTP connector configuration reference. Make sure that you use the correct attributes for the connector you are using. The BIO and NIO connectors use JSSE whereas the APR/native connector uses APR.

The port attribute is the TCP/IP port number on which Tomcat will listen for secure connections. You can change this to any port number you wish (such as to the default port for https communications, which is 443). However, special setup (outside the scope of this document) is necessary to run Tomcat on port numbers lower than 1024 on many operating systems.

If you change the port number here, you should also change the value specified for the redirectPort attribute on the non-SSL connector. This allows Tomcat to automatically redirect users who attempt to access a page with a security constraint specifying that SSL is required, as required by the Servlet Specification.

After completing these configuration changes, you must restart Tomcat as you normally do, and you should be in business. You should be able to access any web application supported by Tomcat via SSL. For example, try:

https://localhost:8443/

and you should see the usual Tomcat splash page (unless you have modified the ROOT web application). If this does not work, the following section contains some troubleshooting tips.

Installing a Certificate from a Certificate Authority

To obtain and install a Certificate from a Certificate Authority (like verisign.com, thawte.com or trustcenter.de), read the previous section and then follow these instructions:

Create a local Certificate Signing Request (CSR)

In order to obtain a Certificate from the Certificate Authority of your choice you have to create a so called Certificate Signing Request (CSR). That CSR will be used by the Certificate Authority to create a Certificate that will identify your website as "secure". To create a CSR follow these steps:

  • Create a local self-signed Certificate (as described in the previous section): 
    keytool -genkey -alias tomcat -keyalg RSA
    -keystore <your_keystore_filename>
    Note: In some cases you will have to enter the domain of your website (i.e. www.myside.org) in the field "first- and lastname" in order to create a working Certificate.
  • The CSR is then created with: 
    keytool -certreq -keyalg RSA -alias tomcat -file certreq.csr
    -keystore <your_keystore_filename>

Now you have a file called certreq.csr that you can submit to the Certificate Authority (look at the documentation of the Certificate Authority website on how to do this). In return you get a Certificate.

Importing the Certificate

Now that you have your Certificate you can import it into you local keystore. First of all you have to import a so called Chain Certificate or Root Certificate into your keystore. After that you can proceed with importing your Certificate.

  • Download a Chain Certificate from the Certificate Authority you obtained the Certificate from.
    For Verisign.com commercial certificates go to: http://www.verisign.com/support/install/intermediate.html
    For Verisign.com trial certificates go to: http://www.verisign.com/support/verisign-intermediate-ca/Trial_Secure_Server_Root/index.html
    For Trustcenter.de go to: http://www.trustcenter.de/certservices/cacerts/en/en.htm#server
    For Thawte.com go to: http://www.thawte.com/certs/trustmap.html
  • Import the Chain Certificate into your keystore 
    keytool -import -alias root -keystore <your_keystore_filename>
    -trustcacerts -file <filename_of_the_chain_certificate>
  • And finally import your new Certificate 
    keytool -import -alias tomcat -keystore <your_keystore_filename>
    -file <your_certificate_filename>
Using OCSP Certificates

To use Online Certificate Status Protocol (OCSP) with Apache Tomcat, ensure you have downloaded, installed, and configured the Tomcat Native Connector. Furthermore, if you use the Windows platform, ensure you download the ocsp-enabled connector.

To use OCSP, you require the following:

  • OCSP-enabled certificates
  • Tomcat with SSL APR connector
  • Configured OCSP responder
Generating OCSP-Enabled Certificates

Apache Tomcat requires the OCSP-enabled certificate to have the OCSP responder location encoded in the certificate. The basic OCSP-related certificate authority settings in the openssl.cnf file could look as follows:


#... omitted for brevity

[x509]
x509_extensions = v3_issued

[v3_issued]
subjectKeyIdentifier=hash
authorityKeyIdentifier=keyid,issuer
# The address of your responder
authorityInfoAccess = OCSP;URI:http://127.0.0.1:8088
keyUsage = critical,digitalSignature,nonRepudiation,keyEncipherment,dataEncipherment,keyAgreement,keyCertSign,cRLSign,encipherOnly,decipherOnly
basicConstraints=critical,CA:FALSE
nsComment="Testing OCSP Certificate"

#... omitted for brevity

The settings above encode the OCSP responder address 127.0.0.1:8088 into the certificate. Note that for the following steps, you must have openssl.cnf and other configuration of your CA ready. To generate an OCSP-enabled certificate:

  • Create a private key: 
    openssl genrsa -aes256 -out ocsp-cert.key 4096
  • Create a signing request (CSR): 
    openssl req -config openssl.cnf -new -sha256 \
  -key ocsp-cert.key -out ocsp-cert.csr
  • Sign the CSR: 
    openssl ca -openssl.cnf -extensions ocsp -days 375 -notext \
  -md sha256 -in ocsp-cert.csr -out ocsp-cert.crt
  • You may verify the certificate: 
    openssl x509 -noout -text -in ocsp-cert.crt
Configuring OCSP Connector

To configure the OCSP connector, first verify that you are loading the Tomcat APR library. Check the Apache Portable Runtime (APR) based Native library for Tomcat for more information about installation of APR. A basic OCSP-enabled connector definition in the server.xml file looks as follows:


<Connector port="8443"
   protocol="org.apache.coyote.http11.Http11AprProtocol"
   secure="true" scheme="https"
   SSLEnabled="true" SSLCertificateFile="/path/to/ocsp-cert.crt"
   SSLCertificateKeyFile="/path/to/ocsp-cert.key"
   SSLCACertificateFile="/path/to/ca.pem"
   SSLVerifyClient="require"
   SSLVerifyDepth="10"
   clientAuth="true"/>
Starting OCSP Responder

Apache Tomcat will query an OCSP responder server to get the certificate status. When testing, an easy way to create an OCSP responder is by executing the following: 

openssl ocsp -port 127.0.0.1:8088 \
    -text -sha256 -index index.txt \
    -CA ca-chain.cert.pem -rkey ocsp-cert.key \
    -rsigner ocsp-cert.crt

Do note that when using OCSP, the responder encoded in the connector certificate must be running. For further information, see OCSP documentation .

Troubleshooting

Here is a list of common problems that you may encounter when setting up SSL communications, and what to do about them.

  • When Tomcat starts up, I get an exception like "java.io.FileNotFoundException: {some-directory}/{some-file} not found".

    A likely explanation is that Tomcat cannot find the keystore file where it is looking. By default, Tomcat expects the keystore file to be named .keystore in the user home directory under which Tomcat is running (which may or may not be the same as yours :-). If the keystore file is anywhere else, you will need to add a keystoreFile attribute to the <Connector> element in the Tomcat configuration file.

  • When Tomcat starts up, I get an exception like "java.io.FileNotFoundException: Keystore was tampered with, or password was incorrect".

    Assuming that someone has not actually tampered with your keystore file, the most likely cause is that Tomcat is using a different password than the one you used when you created the keystore file. To fix this, you can either go back and recreate the keystore file, or you can add or update the keystorePass attribute on the <Connector> element in the Tomcat configuration file. REMINDER - Passwords are case sensitive!

  • When Tomcat starts up, I get an exception like "java.net.SocketException: SSL handshake error javax.net.ssl.SSLException: No available certificate or key corresponds to the SSL cipher suites which are enabled."

    A likely explanation is that Tomcat cannot find the alias for the server key within the specified keystore. Check that the correct keystoreFile and keyAlias are specified in the <Connector> element in the Tomcat configuration file. REMINDER - keyAlias values may be case sensitive!

  • My Java-based client aborts handshakes with exceptions such as "java.lang.RuntimeException: Could not generate DH keypair" and "java.security.InvalidAlgorithmParameterException: Prime size must be multiple of 64, and can only range from 512 to 1024 (inclusive)"

    If you are using the APR/native connector, starting with version 1.1.34 it will determine the strength of ephemeral DH keys from the key size of your RSA certificate. For example a 2048 bit RSA key will result in using a 2048 bit primefor the DH keys. Unfortunately Java 6 only supports 768 bit and Java 7 only supports 1024 bit. So if your certificate has a stronger key, old Java clients might produce such handshake failures. As a mitigation you can either try to force them to use another cipher by configuring an appropriate SSLCipherSuite and activate SSLHonorCipherOrder, or embed weak DH params in your certificate file. The latter approach is not recommended because it weakens the SSL security (logjam attack).

If you are still having problems, a good source of information is the TOMCAT-USER mailing list. You can find pointers to archives of previous messages on this list, as well as subscription and unsubscription information, at https://tomcat.apache.org/lists.html.

Using the SSL for session tracking in your application

This is a new feature in the Servlet 3.0 specification. Because it uses the SSL session ID associated with the physical client-server connection there are some limitations. They are:

  • Tomcat must have a connector with the attribute isSecure set to true.
  • If SSL connections are managed by a proxy or a hardware accelerator they must populate the SSL request headers (see the SSLValve) so that the SSL session ID is visible to Tomcat.
  • If Tomcat terminates the SSL connection, it will not be possible to use session replication as the SSL session IDs will be different on each node.

To enable SSL session tracking you need to use a context listener to set the tracking mode for the context to be just SSL (if any other tracking mode is enabled, it will be used in preference). It might look something like: 


package org.apache.tomcat.example;

import java.util.EnumSet;

import javax.servlet.ServletContext;
import javax.servlet.ServletContextEvent;
import javax.servlet.ServletContextListener;
import javax.servlet.SessionTrackingMode;

public class SessionTrackingModeListener implements ServletContextListener {

    @Override
    public void contextDestroyed(ServletContextEvent event) {
        // Do nothing
    }

    @Override
    public void contextInitialized(ServletContextEvent event) {
        ServletContext context = event.getServletContext();
        EnumSet<SessionTrackingMode> modes =
            EnumSet.of(SessionTrackingMode.SSL);

        context.setSessionTrackingModes(modes);
    }

}

Note: SSL session tracking is implemented for the BIO and NIO connectors. It is not yet implemented for the APR connector.

Miscellaneous Tips and Bits

To access the SSL session ID from the request, use:
String sslID = (String)request.getAttribute("javax.servlet.request.ssl_session_id");
For additional discussion on this area, please see Bugzilla.

To terminate an SSL session, use: 


// Standard HTTP session invalidation
session.invalidate();

// Invalidate the SSL Session
org.apache.tomcat.util.net.SSLSessionManager mgr =
    (org.apache.tomcat.util.net.SSLSessionManager)
    request.getAttribute("javax.servlet.request.ssl_session_mgr");
mgr.invalidateSession();

// Close the connection since the SSL session will be active until the connection
// is closed
response.setHeader("Connection", "close");
Note that this code is Tomcat specific due to the use of the SSLSessionManager class. This is currently only available for the BIO and NIO connectors, not the APR/native connector.

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