I've tried this in both 4.0.4 and the just released 4.0.5, since this Wiki 
states the functionality to encrypt the keystore password in the Tomcat 
connector config has been "available since a long long time".  It references 
JBAS-3369 as the task that enabled this feature.

I created an sslsecurity-service.xml file in my /deploy directory, and am 
certain it is configured correctly because I setup my JMS UIL2 to use it, and 
it starts up fine.

sslsecurity-service.xml:

  | <?xml version="1.0" encoding="UTF-8"?>
  | 
  | <server>
  | 
  |   <!-- Configures the keystore/truststore for SSL on the security domain -->
  |   <mbean code="org.jboss.security.plugins.JaasSecurityDomain"
  |          name="jboss.security:service=PBESecurityDomain">
  |     <constructor>
  |       <arg type="java.lang.String" value="SSL"/>
  |     </constructor>
  |     <!-- The location of the keystore
  |          resource: loads from the classloaders conf/ is the first 
classloader -->
  |     <attribute name="KeyStoreURL">resource:jbkeystore.ks</attribute>
  |     <attribute 
name="KeyStorePass">{CLASS}org.jboss.security.plugins.FilePassword:${jboss.server.home.dir}/conf/jbkeystore.pw</attribute>
  |     <attribute name="KeyStoreType">JCEKS</attribute>
  |     <attribute name="Salt">feefifofum</attribute>
  |     <attribute name="IterationCount">13</attribute>
  |   </mbean>
  | 
  | </server>
  | 

section in ssl-uil2-service.xml referencing security domain:

  |     <!-- SSL Socket Factories -->
  |     <attribute 
name="ClientSocketFactory">org.jboss.security.ssl.ClientSocketFactory</attribute>
  |     <attribute 
name="ServerSocketFactory">org.jboss.security.ssl.DomainServerSocketFactory</attribute>
  | 
  |     <!-- Security domain - see below -->
  |     <attribute name="SecurityDomain">java:/jaas/SSL</attribute>
  | 

I did comment out the original security domain config in this file so that the 
new one would be used instead.

server.log:

  | 2006-11-10 16:51:21,773 INFO  [org.apache.catalina.startup.Embedded] (main) 
Catalina naming disabled
  | 2006-11-10 16:51:21,923 INFO  
[org.apache.catalina.startup.ClusterRuleSetFactory] (main) Unable to find a 
cluster rule set in the classpath. Will load the default rule set.
  | 2006-11-10 16:51:21,923 INFO  
[org.apache.catalina.startup.ClusterRuleSetFactory] (main) Unable to find a 
cluster rule set in the classpath. Will load the default rule set.
  | 2006-11-10 16:51:22,604 ERROR [org.apache.catalina.startup.Catalina] (main) 
Catalina.start
  | LifecycleException:  Protocol handler initialization failed: 
java.lang.IllegalArgumentException: Failed to set security domain
  |     at 
org.apache.catalina.connector.Connector.initialize(Connector.java:1018)
  |     at 
org.jboss.web.tomcat.tc5.StandardService.initialize(StandardService.java:688)
  |     at 
org.apache.catalina.core.StandardServer.initialize(StandardServer.java:791)
  |     at org.apache.catalina.startup.Catalina.load(Catalina.java:503)
  |     at org.apache.catalina.startup.Catalina.start(Catalina.java:543)
  |     at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
  |     at 
sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:39)
  |     at 
sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:25)
  |     at java.lang.reflect.Method.invoke(Method.java:585)
  |     at 
org.apache.commons.modeler.BaseModelMBean.invoke(BaseModelMBean.java:503)
  |     at 
org.jboss.mx.server.RawDynamicInvoker.invoke(RawDynamicInvoker.java:164)
  |     at org.jboss.mx.server.MBeanServerImpl.invoke(MBeanServerImpl.java:659)
  |     at org.jboss.web.tomcat.tc5.Tomcat5.startService(Tomcat5.java:446)
  |     at 
org.jboss.system.ServiceMBeanSupport.jbossInternalStart(ServiceMBeanSupport.java:289)
  |     at 
org.jboss.system.ServiceMBeanSupport.jbossInternalLifecycle(ServiceMBeanSupport.java:245)
  |     at sun.reflect.GeneratedMethodAccessor2.invoke(Unknown Source)
  |     at 
sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:25)
  |     at java.lang.reflect.Method.invoke(Method.java:585)
  |     at 
org.jboss.mx.interceptor.ReflectedDispatcher.invoke(ReflectedDispatcher.java:155)
  |     at org.jboss.mx.server.Invocation.dispatch(Invocation.java:94)
  |     at 
org.jboss.mx.interceptor.AbstractInterceptor.invoke(AbstractInterceptor.java:133)
  |     at org.jboss.mx.server.Invocation.invoke(Invocation.java:88)
  |     at 
org.jboss.mx.interceptor.ModelMBeanOperationInterceptor.invoke(ModelMBeanOperationInterceptor.java:142)
  |     at 
org.jboss.mx.interceptor.DynamicInterceptor.invoke(DynamicInterceptor.java:97)
  |     at org.jboss.mx.server.Invocation.invoke(Invocation.java:88)
  |     at 
org.jboss.mx.server.AbstractMBeanInvoker.invoke(AbstractMBeanInvoker.java:264)
  |     at org.jboss.mx.server.MBeanServerImpl.invoke(MBeanServerImpl.java:659)
  |     at 
org.jboss.system.ServiceController$ServiceProxy.invoke(ServiceController.java:978)
  |     at $Proxy0.start(Unknown Source)
  |     at org.jboss.system.ServiceController.start(ServiceController.java:417)
  |     at org.jboss.system.ServiceController.start(ServiceController.java:435)
  |     at sun.reflect.GeneratedMethodAccessor4.invoke(Unknown Source)
  |     at 
sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:25)
  |     at java.lang.reflect.Method.invoke(Method.java:585)
  |     at 
org.jboss.mx.interceptor.ReflectedDispatcher.invoke(ReflectedDispatcher.java:155)
  |     at org.jboss.mx.server.Invocation.dispatch(Invocation.java:94)
  |     at org.jboss.mx.server.Invocation.invoke(Invocation.java:86)
  |     at 
org.jboss.mx.server.AbstractMBeanInvoker.invoke(AbstractMBeanInvoker.java:264)
  |     at org.jboss.mx.server.MBeanServerImpl.invoke(MBeanServerImpl.java:659)
  |     at org.jboss.mx.util.MBeanProxyExt.invoke(MBeanProxyExt.java:210)
  |     at $Proxy4.start(Unknown Source)
  |     at org.jboss.deployment.SARDeployer.start(SARDeployer.java:302)
  |     at org.jboss.deployment.MainDeployer.start(MainDeployer.java:1025)
  |     at org.jboss.deployment.MainDeployer.deploy(MainDeployer.java:819)
  |     at org.jboss.deployment.MainDeployer.deploy(MainDeployer.java:782)
  |     at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
  |     at 
sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:39)
  |     at 
sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:25)
  |     at java.lang.reflect.Method.invoke(Method.java:585)
  |     at 
org.jboss.mx.interceptor.ReflectedDispatcher.invoke(ReflectedDispatcher.java:155)
  |     at org.jboss.mx.server.Invocation.dispatch(Invocation.java:94)
  |     at 
org.jboss.mx.interceptor.AbstractInterceptor.invoke(AbstractInterceptor.java:133)
  |     at org.jboss.mx.server.Invocation.invoke(Invocation.java:88)
  |     at 
org.jboss.mx.interceptor.ModelMBeanOperationInterceptor.invoke(ModelMBeanOperationInterceptor.java:142)
  |     at org.jboss.mx.server.Invocation.invoke(Invocation.java:88)
  |     at 
org.jboss.mx.server.AbstractMBeanInvoker.invoke(AbstractMBeanInvoker.java:264)
  |     at org.jboss.mx.server.MBeanServerImpl.invoke(MBeanServerImpl.java:659)
  |     at org.jboss.mx.util.MBeanProxyExt.invoke(MBeanProxyExt.java:210)
  |     at $Proxy6.deploy(Unknown Source)
  |     at 
org.jboss.deployment.scanner.URLDeploymentScanner.deploy(URLDeploymentScanner.java:421)
  |     at 
org.jboss.deployment.scanner.URLDeploymentScanner.scan(URLDeploymentScanner.java:634)
  |     at 
org.jboss.deployment.scanner.AbstractDeploymentScanner$ScannerThread.doScan(AbstractDeploymentScanner.java:263)
  |     at 
org.jboss.deployment.scanner.AbstractDeploymentScanner.startService(AbstractDeploymentScanner.java:336)
  |     at 
org.jboss.system.ServiceMBeanSupport.jbossInternalStart(ServiceMBeanSupport.java:289)
  |     at 
org.jboss.system.ServiceMBeanSupport.jbossInternalLifecycle(ServiceMBeanSupport.java:245)
  |     at sun.reflect.GeneratedMethodAccessor2.invoke(Unknown Source)
  |     at 
sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:25)
  |     at java.lang.reflect.Method.invoke(Method.java:585)
  |     at 
org.jboss.mx.interceptor.ReflectedDispatcher.invoke(ReflectedDispatcher.java:155)
  |     at org.jboss.mx.server.Invocation.dispatch(Invocation.java:94)
  |     at org.jboss.mx.server.Invocation.invoke(Invocation.java:86)
  |     at 
org.jboss.mx.server.AbstractMBeanInvoker.invoke(AbstractMBeanInvoker.java:264)
  |     at org.jboss.mx.server.MBeanServerImpl.invoke(MBeanServerImpl.java:659)
  |     at 
org.jboss.system.ServiceController$ServiceProxy.invoke(ServiceController.java:978)
  |     at $Proxy0.start(Unknown Source)
  |     at org.jboss.system.ServiceController.start(ServiceController.java:417)
  |     at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
  |     at 
sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:39)
  |     at 
sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:25)
  |     at java.lang.reflect.Method.invoke(Method.java:585)
  |     at 
org.jboss.mx.interceptor.ReflectedDispatcher.invoke(ReflectedDispatcher.java:155)
  |     at org.jboss.mx.server.Invocation.dispatch(Invocation.java:94)
  |     at org.jboss.mx.server.Invocation.invoke(Invocation.java:86)
  |     at 
org.jboss.mx.server.AbstractMBeanInvoker.invoke(AbstractMBeanInvoker.java:264)
  |     at org.jboss.mx.server.MBeanServerImpl.invoke(MBeanServerImpl.java:659)
  |     at org.jboss.mx.util.MBeanProxyExt.invoke(MBeanProxyExt.java:210)
  |     at $Proxy4.start(Unknown Source)
  |     at org.jboss.deployment.SARDeployer.start(SARDeployer.java:302)
  |     at org.jboss.deployment.MainDeployer.start(MainDeployer.java:1025)
  |     at org.jboss.deployment.MainDeployer.deploy(MainDeployer.java:819)
  |     at org.jboss.deployment.MainDeployer.deploy(MainDeployer.java:782)
  |     at org.jboss.deployment.MainDeployer.deploy(MainDeployer.java:766)
  |     at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
  |     at 
sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:39)
  |     at 
sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:25)
  |     at java.lang.reflect.Method.invoke(Method.java:585)
  |     at 
org.jboss.mx.interceptor.ReflectedDispatcher.invoke(ReflectedDispatcher.java:155)
  |     at org.jboss.mx.server.Invocation.dispatch(Invocation.java:94)
  |     at 
org.jboss.mx.interceptor.AbstractInterceptor.invoke(AbstractInterceptor.java:133)
  |     at org.jboss.mx.server.Invocation.invoke(Invocation.java:88)
  |     at 
org.jboss.mx.interceptor.ModelMBeanOperationInterceptor.invoke(ModelMBeanOperationInterceptor.java:142)
  |     at org.jboss.mx.server.Invocation.invoke(Invocation.java:88)
  |     at 
org.jboss.mx.server.AbstractMBeanInvoker.invoke(AbstractMBeanInvoker.java:264)
  |     at org.jboss.mx.server.MBeanServerImpl.invoke(MBeanServerImpl.java:659)
  |     at org.jboss.mx.util.MBeanProxyExt.invoke(MBeanProxyExt.java:210)
  |     at $Proxy5.deploy(Unknown Source)
  |     at org.jboss.system.server.ServerImpl.doStart(ServerImpl.java:482)
  |     at org.jboss.system.server.ServerImpl.start(ServerImpl.java:362)
  |     at org.jboss.Main.boot(Main.java:200)
  |     at org.jboss.Main$1.run(Main.java:490)
  |     at java.lang.Thread.run(Thread.java:595)
  | 2006-11-10 16:51:22,794 INFO  [org.apache.catalina.startup.Catalina] (main) 
Initialization processed in 871 ms
  | 2006-11-10 16:51:22,794 INFO  [org.jboss.web.tomcat.tc5.StandardService] 
(main) Starting service jboss.web
  | 2006-11-10 16:51:22,804 INFO  [org.apache.catalina.core.StandardEngine] 
(main) Starting Servlet Engine: Apache Tomcat/5.5.20
  | 2006-11-10 16:51:22,864 INFO  [org.apache.catalina.core.StandardHost] 
(main) XML validation disabled
  | 2006-11-10 16:51:23,946 INFO  [org.apache.catalina.startup.Catalina] (main) 
Server startup in 1152 ms
  | 2006-11-10 16:51:24,797 INFO  [org.jboss.web.tomcat.tc5.TomcatDeployer] 
(main) deploy, ctxPath=/invoker, warUrl=.../deploy/http-invoker.sar/invoker.war/
  | 2006-11-10 16:51:25,448 INFO  [org.apache.catalina.loader.WebappLoader] 
(main) Dual registration of jndi stream handler: factory already defined
  | 2006-11-10 16:51:27,571 INFO  [org.jboss.web.tomcat.tc5.TomcatDeployer] 
(main) deploy, ctxPath=/, warUrl=.../deploy/jbossweb-tomcat55.sar/ROOT.war/
  | 2006-11-10 16:51:28,032 INFO  [org.jboss.resource.deployment.RARDeployment] 
(main) Required license terms exist, view META-INF/ra.xml in 
.../deploy/jboss-local-jdbc.rar
  | 2006-11-10 16:51:32,348 INFO  
[org.jboss.resource.adapter.jdbc.remote.WrapperDataSourceService] (main) Bound 
ConnectionManager 'jboss.jca:service=DataSourceBinding,name=OracleDS' to JNDI 
name 'java:OracleDS'
  | 2006-11-10 16:51:33,640 INFO  [STDOUT] (main) [EMAIL PROTECTED]
  | 2006-11-10 16:51:33,850 INFO  [org.jboss.mq.il.uil2.UILServerILService] 
(main) JBossMQ UIL service available at : /0.0.0.0:9000
  | 2006-11-10 16:51:34,010 INFO  [org.jboss.mq.server.jmx.Queue.DLQ] (main) 
Bound to JNDI name: queue/DLQ
  | 2006-11-10 16:51:34,101 INFO  [org.jboss.web.tomcat.tc5.TomcatDeployer] 
(main) deploy, ctxPath=/jmx-console, warUrl=.../deploy/jmx-console.war/
  | 2006-11-10 16:51:35,583 INFO  [org.jboss.web.tomcat.tc5.TomcatDeployer] 
(main) deploy, ctxPath=/utilservlets, 
warUrl=.../tmp/deploy/tmp30167utilservlets-exp.war/
  | 2006-11-10 16:51:36,113 ERROR [org.apache.coyote.http11.Http11BaseProtocol] 
(main) Error starting endpoint
  | java.io.IOException: securityDomain is null.Set it as an attribute in the 
connector setting
  |     at 
org.apache.tomcat.util.net.jsse.JSSE14SocketFactory.init(JSSE14SocketFactory.java:125)
  |     at 
org.apache.tomcat.util.net.jsse.JSSESocketFactory.createSocket(JSSESocketFactory.java:98)
  |     at 
org.apache.tomcat.util.net.PoolTcpEndpoint.initEndpoint(PoolTcpEndpoint.java:294)
  |     at 
org.apache.tomcat.util.net.PoolTcpEndpoint.startEndpoint(PoolTcpEndpoint.java:312)
  |     at 
org.apache.coyote.http11.Http11BaseProtocol.start(Http11BaseProtocol.java:150)
  |     at org.apache.coyote.http11.Http11Protocol.start(Http11Protocol.java:75)
  |     at org.apache.catalina.connector.Connector.start(Connector.java:1089)
  |     at org.jboss.web.tomcat.tc5.Tomcat5.startConnectors(Tomcat5.java:590)
  |     at org.jboss.web.tomcat.tc5.Tomcat5.handleNotification(Tomcat5.java:627)
  |     at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
  |     at 
sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:39)
  |     at 
sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:25)
  |     at java.lang.reflect.Method.invoke(Method.java:585)
  |     at 
org.jboss.mx.notification.NotificationListenerProxy.invoke(NotificationListenerProxy.java:153)
  |     at $Proxy18.handleNotification(Unknown Source)
  |     at 
org.jboss.mx.util.JBossNotificationBroadcasterSupport.handleNotification(JBossNotificationBroadcasterSupport.java:127)
  |     at 
org.jboss.mx.util.JBossNotificationBroadcasterSupport.sendNotification(JBossNotificationBroadcasterSupport.java:108)
  |     at 
org.jboss.system.server.ServerImpl.sendNotification(ServerImpl.java:908)
  |     at org.jboss.system.server.ServerImpl.doStart(ServerImpl.java:497)
  |     at org.jboss.system.server.ServerImpl.start(ServerImpl.java:362)
  |     at org.jboss.Main.boot(Main.java:200)
  |     at org.jboss.Main$1.run(Main.java:490)
  |     at java.lang.Thread.run(Thread.java:595)
  | 2006-11-10 16:51:36,153 WARN  [org.jboss.web.tomcat.tc5.Tomcat5] (main) 
Failed to startConnectors
  | LifecycleException:  service.getName(): "jboss.web";  Protocol handler 
start failed: java.io.IOException: securityDomain is null.Set it as an 
attribute in the connector setting
  |     at org.apache.catalina.connector.Connector.start(Connector.java:1096)
  |     at org.jboss.web.tomcat.tc5.Tomcat5.startConnectors(Tomcat5.java:590)
  |     at org.jboss.web.tomcat.tc5.Tomcat5.handleNotification(Tomcat5.java:627)
  |     at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
  |     at 
sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:39)
  |     at 
sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:25)
  |     at java.lang.reflect.Method.invoke(Method.java:585)
  |     at 
org.jboss.mx.notification.NotificationListenerProxy.invoke(NotificationListenerProxy.java:153)
  |     at $Proxy18.handleNotification(Unknown Source)
  |     at 
org.jboss.mx.util.JBossNotificationBroadcasterSupport.handleNotification(JBossNotificationBroadcasterSupport.java:127)
  |     at 
org.jboss.mx.util.JBossNotificationBroadcasterSupport.sendNotification(JBossNotificationBroadcasterSupport.java:108)
  |     at 
org.jboss.system.server.ServerImpl.sendNotification(ServerImpl.java:908)
  |     at org.jboss.system.server.ServerImpl.doStart(ServerImpl.java:497)
  |     at org.jboss.system.server.ServerImpl.start(ServerImpl.java:362)
  |     at org.jboss.Main.boot(Main.java:200)
  |     at org.jboss.Main$1.run(Main.java:490)
  |     at java.lang.Thread.run(Thread.java:595)
  | 2006-11-10 16:51:36,153 INFO  [org.jboss.system.server.Server] (main) JBoss 
(MX MicroKernel) [4.0.5.GA (build: CVSTag=Branch_4_0 date=200610162339)] 
Started in 33s:698ms
  | 

TIA for any help!


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