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https://issues.apache.org/jira/browse/TOMEE-1697?page=com.atlassian.jira.plugin.system.issuetabpanels:comment-tabpanel&focusedCommentId=15113221#comment-15113221
 ] 

Tamás Greguss edited comment on TOMEE-1697 at 1/22/16 10:17 PM:
----------------------------------------------------------------

Why is it invalid?
On the one hand, here is a reference about it:
http://www.mkyong.com/java/javamail-api-sending-email-via-gmail-smtp-example/

On the other hand it was working well for a long time with previous versions of 
TomEE in production. So how can it be invalid?

However now I tried to remove this line (as you suggested):
props.put("mail.smtp.socketFactory.class", "javax.net.ssl.SSLSocketFactory");

But I got another exception:
Caused by: javax.mail.MessagingException: Failure sending HELO command to SMTP 
server
        at 
org.apache.geronimo.javamail.transport.smtp.SMTPConnection.sendHelo(SMTPConnection.java:919)
        at 
org.apache.geronimo.javamail.transport.smtp.SMTPConnection.sendHandshake(SMTPConnection.java:804)
        at 
org.apache.geronimo.javamail.transport.smtp.SMTPConnection.protocolConnect(SMTPConnection.java:154)
        at 
org.apache.geronimo.javamail.transport.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:165)
        at javax.mail.Service.connect(Service.java:274)
        at javax.mail.Service.connect(Service.java:91)
        at javax.mail.Service.connect(Service.java:76)
        at javax.mail.Transport.send(Transport.java:94)
        ... 59 more

Yet if my configuration is invalid, do you know the valid configuration for SSL 
mail sending?

And as I mentioned, the mail sending also fails using the commons-email library 
which is a higher level API that hides configuring the session properties 
directly, but I got the same exception. This fact also confirms the suspicion 
that the problem is in the new version of sendmail jar library.




was (Author: gregtom):
Why is it invalid?
On the one hand, here is a reference about it:
http://www.mkyong.com/java/javamail-api-sending-email-via-gmail-smtp-example/

On the other hand it was working well for a long time with previous versions of 
TomEE in production. So how can it be invalid?

However now I tried to remove this line (as you suggested):
props.put("mail.smtp.socketFactory.class", "javax.net.ssl.SSLSocketFactory");

But I got another exception:
Caused by: javax.mail.MessagingException: Failure sending HELO command to SMTP 
server
        at 
org.apache.geronimo.javamail.transport.smtp.SMTPConnection.sendHelo(SMTPConnection.java:919)
        at 
org.apache.geronimo.javamail.transport.smtp.SMTPConnection.sendHandshake(SMTPConnection.java:804)
        at 
org.apache.geronimo.javamail.transport.smtp.SMTPConnection.protocolConnect(SMTPConnection.java:154)
        at 
org.apache.geronimo.javamail.transport.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:165)
        at javax.mail.Service.connect(Service.java:274)
        at javax.mail.Service.connect(Service.java:91)
        at javax.mail.Service.connect(Service.java:76)
        at javax.mail.Transport.send(Transport.java:94)
        ... 59 more

Yet If my configuration is invalid, do you know the valid configuration for SSL 
mail sending?

And as I mentioned, the mail sending also fails using the commons-email library 
which is a higher level API that hides configuring the session properties 
directly, but I got the same exception. This fact also confirms the suspicion 
that the problem is in the new version of sendmail jar library.



> javamail: sending email fails
> -----------------------------
>
>                 Key: TOMEE-1697
>                 URL: https://issues.apache.org/jira/browse/TOMEE-1697
>             Project: TomEE
>          Issue Type: Bug
>    Affects Versions: 1.7.3
>         Environment: Linux (Ubuntu 14.04.3 LTS), Oracle Java 1.8.0_66
>            Reporter: Tamás Greguss
>            Priority: Critical
>             Fix For: 1.7.4
>
>
> Sending email fails. javamail's Transport.send(...) function throws an 
> exception. The same code works fine with previous versions of TomEE which 
> includes javamail 1.8.3. But TomEE 1.7.3 upgraded to javamail 1.9.0-alpha2 
> which does not work well.
> If in TomEE 1.7.3 lib folder I change the content of 
> geronimo-javamail_1.4_mail-1.9.0-alpha-2.jar file to the previous 
> geronimo-javamail_1.4_mail-1.8.3.jar, it also works well.
> Here is the code that works fine with sendmail 1.8.3 in TomEE 1.7.1 but fails 
> with sendmail.1.9.0-alpha2 in TomEE 1.7.3:
>  (This is a low level code only. But using apache commons email library which 
> uses java.mail in the background, also fails.)
> {code:title=MailSender.java|borderStyle=solid}
> public static void SendWithGMailSSL( String email_to, String subject, String 
> text, String email_from, final String senderuser, final String senderpass ) {
>       Properties props = new Properties();
>       props.put("mail.smtp.host", "smtp.gmail.com");
>       props.put("mail.smtp.socketFactory.port", "465");
>       props.put("mail.smtp.socketFactory.class", 
> "javax.net.ssl.SSLSocketFactory");
>       props.put("mail.smtp.auth", "true");
>       props.put("mail.smtp.port", "465");
>       Session session;
>       try {
>               session = Session.getInstance(props, new 
> javax.mail.Authenticator() {
>                       @Override
>                       protected PasswordAuthentication 
> getPasswordAuthentication() {
>                               return new PasswordAuthentication(senderuser, 
> senderpass);
>                       }
>               });
>       } catch (Exception e) {
>               throw new RuntimeException(e);
>       }
>       try {
>               Message message = new MimeMessage(session);
>               message.setFrom(new InternetAddress(email_from));
>               message.setRecipients(Message.RecipientType.TO, 
> InternetAddress.parse(email_to));
>               message.setSubject(subject);
>               message.setText(text);
>               Transport.send(message);
>               //System.out.println("e-mail sending done.");
>       } catch (MessagingException e) {
>               throw new RuntimeException(e);
>       }
> }
> {code}
> The calling of Transport.send(message) throws an exception:
> {noformat}
> javax.mail.SendFailedException: Send failure (javax.mail.MessagingException: 
> Connection error (java.io.IOException: Error connecting to smtp.gmail.com, 
> 465))
>       at javax.mail.Transport.send(Transport.java:163)
>       at javax.mail.Transport.send(Transport.java:48)
>       at com.gbit.lib.GBITMail.SendWithGMailSSL(GBITMail.java:136)
>       at com.gbit.lib.GBITMail.SendMail(GBITMail.java:103)
>       at 
> com.gbit.efoglalo.test.UnitTestMB.testSendingEmailOld(UnitTestMB.java:503)
>       at 
> com.gbit.efoglalo.test.UnitTestMB$$OwbNormalScopeProxy0.testSendingEmailOld(com/gbit/efoglalo/test/UnitTestMB.java)
>       at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
>       at 
> sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:62)
>       at 
> sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43)
>       at java.lang.reflect.Method.invoke(Method.java:497)
>       at org.apache.el.parser.AstValue.invoke(AstValue.java:278)
>       at 
> org.apache.el.MethodExpressionImpl.invoke(MethodExpressionImpl.java:273)
>       at 
> org.apache.myfaces.view.facelets.el.ContextAwareTagMethodExpression.invoke(ContextAwareTagMethodExpression.java:96)
>       at 
> javax.faces.event.MethodExpressionActionListener.processAction(MethodExpressionActionListener.java:88)
>       at javax.faces.event.ActionEvent.processListener(ActionEvent.java:51)
>       at 
> javax.faces.component.UIComponentBase.broadcast(UIComponentBase.java:420)
>       at javax.faces.component.UICommand.broadcast(UICommand.java:103)
>       at javax.faces.component.UIViewRoot._broadcastAll(UIViewRoot.java:1041)
>       at javax.faces.component.UIViewRoot.broadcastEvents(UIViewRoot.java:289)
>       at javax.faces.component.UIViewRoot._process(UIViewRoot.java:1415)
>       at 
> javax.faces.component.UIViewRoot.processApplication(UIViewRoot.java:765)
>       at 
> org.apache.myfaces.lifecycle.InvokeApplicationExecutor.execute(InvokeApplicationExecutor.java:38)
>       at 
> org.apache.myfaces.lifecycle.LifecycleImpl.executePhase(LifecycleImpl.java:170)
>       at 
> org.apache.myfaces.lifecycle.LifecycleImpl.execute(LifecycleImpl.java:117)
>       at javax.faces.webapp.FacesServlet.service(FacesServlet.java:197)
>       at 
> org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:303)
>       at 
> org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:208)
>       at 
> org.apache.tomcat.websocket.server.WsFilter.doFilter(WsFilter.java:52)
>       at 
> org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:241)
>       at 
> org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:208)
>       at com.ocpsoft.pretty.PrettyFilter.doFilter(PrettyFilter.java:145)
>       at 
> org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:241)
>       at 
> org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:208)
>       at 
> org.apache.catalina.core.ApplicationDispatcher.invoke(ApplicationDispatcher.java:748)
>       at 
> org.apache.catalina.core.ApplicationDispatcher.processRequest(ApplicationDispatcher.java:486)
>       at 
> org.apache.catalina.core.ApplicationDispatcher.doForward(ApplicationDispatcher.java:411)
>       at 
> org.apache.catalina.core.ApplicationDispatcher.forward(ApplicationDispatcher.java:338)
>       at com.ocpsoft.pretty.PrettyFilter.doFilter(PrettyFilter.java:137)
>       at 
> org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:241)
>       at 
> org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:208)
>       at 
> org.omnifaces.filter.CacheControlFilter.doFilter(CacheControlFilter.java:226)
>       at org.omnifaces.filter.HttpFilter.doFilter(HttpFilter.java:108)
>       at 
> org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:241)
>       at 
> org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:208)
>       at 
> org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:220)
>       at 
> org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:122)
>       at org.apache.tomee.catalina.OpenEJBValve.invoke(OpenEJBValve.java:44)
>       at 
> org.apache.catalina.authenticator.AuthenticatorBase.invoke(AuthenticatorBase.java:505)
>       at 
> org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:170)
>       at 
> org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:103)
>       at 
> org.apache.catalina.valves.AccessLogValve.invoke(AccessLogValve.java:957)
>       at 
> org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:116)
>       at 
> org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:423)
>       at 
> org.apache.coyote.http11.AbstractHttp11Processor.process(AbstractHttp11Processor.java:1079)
>       at 
> org.apache.coyote.AbstractProtocol$AbstractConnectionHandler.process(AbstractProtocol.java:620)
>       at 
> org.apache.tomcat.util.net.JIoEndpoint$SocketProcessor.run(JIoEndpoint.java:316)
>       at 
> java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1142)
>       at 
> java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:617)
>       at 
> org.apache.tomcat.util.threads.TaskThread$WrappingRunnable.run(TaskThread.java:61)
>       at java.lang.Thread.run(Thread.java:745)
> Caused by: javax.mail.MessagingException: Connection error 
> (java.io.IOException: Error connecting to smtp.gmail.com, 465)
>       at 
> org.apache.geronimo.javamail.transport.smtp.SMTPConnection.protocolConnect(SMTPConnection.java:166)
>       at 
> org.apache.geronimo.javamail.transport.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:165)
>       at javax.mail.Service.connect(Service.java:274)
>       at javax.mail.Service.connect(Service.java:91)
>       at javax.mail.Service.connect(Service.java:76)
>       at javax.mail.Transport.send(Transport.java:94)
>       ... 59 more
> Caused by: java.io.IOException: Error connecting to smtp.gmail.com, 465
>       at 
> org.apache.geronimo.javamail.util.MailConnection.createSocketFromFactory(MailConnection.java:408)
>       at 
> org.apache.geronimo.javamail.util.MailConnection.createSocket(MailConnection.java:504)
>       at 
> org.apache.geronimo.javamail.util.MailConnection.getConnectedSocket(MailConnection.java:322)
>       at 
> org.apache.geronimo.javamail.util.MailConnection.getConnection(MailConnection.java:274)
>       at 
> org.apache.geronimo.javamail.transport.smtp.SMTPConnection.protocolConnect(SMTPConnection.java:145)
>       ... 64 more
> Caused by: java.lang.InstantiationException
>       at 
> sun.reflect.InstantiationExceptionConstructorAccessorImpl.newInstance(InstantiationExceptionConstructorAccessorImpl.java:48)
>       at java.lang.reflect.Constructor.newInstance(Constructor.java:422)
>       at java.lang.Class.newInstance(Class.java:442)
>       at 
> org.apache.geronimo.javamail.util.MailConnection.createSocketFromFactory(MailConnection.java:355)
>       ... 68 more
> {noformat}



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