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Date: Sat, 7 Aug 2010 19:27:54 -0400
Message-ID: <AANLkTin1A1Uk_J9uV9JB8-Aa2hPfdiUDN_=jDB9W2CGc@mail.gmail.com>
Subject: Re: [email] Exchange Server Authentication / NTLM
From: Ferindo Middleton <ferindo.middleton@gmail.com>
To: user@commons.apache.org
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Thank you for your guidance Siegfried! I upgraded to JavaMail version 1.4.3
but still getting some errors using same code as before. Log file below.. I
did remove identifying info of the server: seems like they're having some
kind of handshake problem. Maybe I'm just using the wrong port. Does client
server communication usually switch from plain text to encrypted right in
the middle of communication or should it be going over a secured port
starting out. I don't have any way of talking to Exchange server admin at
this org. log file below:

DEBUG: JavaMail version 1.4.3
DEBUG: successfully loaded resource: /META-INF/javamail.default.providers
DEBUG: Tables of loaded providers
DEBUG: Providers Listed By Class Name:
{com.sun.mail.smtp.SMTPSSLTransport=javax.mail.Provider[TRANSPORT,smtps,com.sun.mail.smtp.SMTPSSLTransport,Sun
Microsystems, Inc],
com.sun.mail.smtp.SMTPTransport=javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Sun
Microsystems, Inc],
com.sun.mail.imap.IMAPSSLStore=javax.mail.Provider[STORE,imaps,com.sun.mail.imap.IMAPSSLStore,Sun
Microsystems, Inc],
com.sun.mail.pop3.POP3SSLStore=javax.mail.Provider[STORE,pop3s,com.sun.mail.pop3.POP3SSLStore,Sun
Microsystems, Inc],
com.sun.mail.imap.IMAPStore=javax.mail.Provider[STORE,imap,com.sun.mail.imap.IMAPStore,Sun
Microsystems, Inc],
com.sun.mail.pop3.POP3Store=javax.mail.Provider[STORE,pop3,com.sun.mail.pop3.POP3Store,Sun
Microsystems, Inc]}
DEBUG: Providers Listed By Protocol:
{imaps=javax.mail.Provider[STORE,imaps,com.sun.mail.imap.IMAPSSLStore,Sun
Microsystems, Inc],
imap=javax.mail.Provider[STORE,imap,com.sun.mail.imap.IMAPStore,Sun
Microsystems, Inc],
smtps=javax.mail.Provider[TRANSPORT,smtps,com.sun.mail.smtp.SMTPSSLTransport,Sun
Microsystems, Inc],
pop3=javax.mail.Provider[STORE,pop3,com.sun.mail.pop3.POP3Store,Sun
Microsystems, Inc],
pop3s=javax.mail.Provider[STORE,pop3s,com.sun.mail.pop3.POP3SSLStore,Sun
Microsystems, Inc],
smtp=javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Sun
Microsystems, Inc]}
DEBUG: successfully loaded resource: /META-INF/javamail.default.address.map
DEBUG: getProvider() returning
javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Sun
Microsystems, Inc]
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: trying to connect to host "xxx.xxx.xxx", port 25, isSSL false
220 xxx.xxx.xxx Microsoft ESMTP MAIL Service ready at Wed, 4 Aug 2010
16:43:28 -0400
DEBUG SMTP: connected to host "xxx.xxx.xxx", port: 25

EHLO xx.xx.xx
250-xxx.xxx.xxx Hello [165.13.128.8]
250-SIZE
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-STARTTLS
250-X-ANONYMOUSTLS
250-AUTH NTLM
250-X-EXPS GSSAPI NTLM
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250-XEXCH50
250 XRDST
DEBUG SMTP: Found extension "SIZE", arg ""
DEBUG SMTP: Found extension "PIPELINING", arg ""
DEBUG SMTP: Found extension "DSN", arg ""
DEBUG SMTP: Found extension "ENHANCEDSTATUSCODES", arg ""
DEBUG SMTP: Found extension "STARTTLS", arg ""
DEBUG SMTP: Found extension "X-ANONYMOUSTLS", arg ""
DEBUG SMTP: Found extension "AUTH", arg "NTLM"
DEBUG SMTP: Found extension "X-EXPS", arg "GSSAPI NTLM"
DEBUG SMTP: Found extension "8BITMIME", arg ""
DEBUG SMTP: Found extension "BINARYMIME", arg ""
DEBUG SMTP: Found extension "CHUNKING", arg ""
DEBUG SMTP: Found extension "XEXCH50", arg ""
DEBUG SMTP: Found extension "XRDST", arg ""
STARTTLS
220 2.0.0 SMTP server ready
org.apache.commons.mail.EmailException: Sending the email to the following
server failed : xxx.xxx.xxx:25
    at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1242)
    at org.apache.commons.mail.Email.send(Email.java:1267)
    at test.sendTheEmail(test.java:124)
    at test.doGet(test.java:64)
    at javax.servlet.http.HttpServlet.service(HttpServlet.java:627)
    at javax.servlet.http.HttpServlet.service(HttpServlet.java:729)
    at
org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:269)
    at
org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:188)
    at
org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:213)
    at
org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:172)
    at
org.apache.catalina.authenticator.AuthenticatorBase.invoke(AuthenticatorBase.java:525)
    at
org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:127)
    at
org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:117)
    at
org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:108)
    at
org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:174)
    at
org.apache.coyote.http11.Http11AprProcessor.process(Http11AprProcessor.java:837)
    at
org.apache.coyote.http11.Http11AprProtocol$Http11ConnectionHandler.process(Http11AprProtocol.java:640)
    at
org.apache.tomcat.util.net.AprEndpoint$Worker.run(AprEndpoint.java:1286)
    at java.lang.Thread.run(Unknown Source)
Caused by: javax.mail.MessagingException: Could not convert socket to TLS;
  nested exception is:
    javax.net.ssl.SSLHandshakeException:
sun.security.validator.ValidatorException: PKIX path building failed:
sun.security.provider.certpath.SunCertPathBuilderException: unable to find
valid certification path to requested target
    at com.sun.mail.smtp.SMTPTransport.startTLS(SMTPTransport.java:1652)
    at
com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:534)
    at javax.mail.Service.connect(Service.java:313)
    at javax.mail.Service.connect(Service.java:172)
    at javax.mail.Service.connect(Service.java:121)
    at javax.mail.Transport.send0(Transport.java:190)
    at javax.mail.Transport.send(Transport.java:120)
    at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1232)
    ... 18 more
Caused by: javax.net.ssl.SSLHandshakeException:
sun.security.validator.ValidatorException: PKIX path building failed:
sun.security.provider.certpath.SunCertPathBuilderException: unable to find
valid certification path to requested target
    at com.sun.net.ssl.internal.ssl.Alerts.getSSLException(Unknown Source)
    at com.sun.net.ssl.internal.ssl.SSLSocketImpl.fatal(Unknown Source)
    at com.sun.net.ssl.internal.ssl.Handshaker.fatalSE(Unknown Source)
    at com.sun.net.ssl.internal.ssl.Handshaker.fatalSE(Unknown Source)
    at
com.sun.net.ssl.internal.ssl.ClientHandshaker.serverCertificate(Unknown
Source)
    at com.sun.net.ssl.internal.ssl.ClientHandshaker.processMessage(Unknown
Source)
    at com.sun.net.ssl.internal.ssl.Handshaker.processLoop(Unknown Source)
    at com.sun.net.ssl.internal.ssl.Handshaker.process_record(Unknown
Source)
    at com.sun.net.ssl.internal.ssl.SSLSocketImpl.readRecord(Unknown Source)
    at
com.sun.net.ssl.internal.ssl.SSLSocketImpl.performInitialHandshake(Unknown
Source)
    at com.sun.net.ssl.internal.ssl.SSLSocketImpl.startHandshake(Unknown
Source)
    at com.sun.net.ssl.internal.ssl.SSLSocketImpl.startHandshake(Unknown
Source)
    at
com.sun.mail.util.SocketFetcher.configureSSLSocket(SocketFetcher.java:503)
    at com.sun.mail.util.SocketFetcher.startTLS(SocketFetcher.java:443)
    at com.sun.mail.smtp.SMTPTransport.startTLS(SMTPTransport.java:1647)
    ... 25 more
Caused by: sun.security.validator.ValidatorException: PKIX path building
failed: sun.security.provider.certpath.SunCertPathBuilderException: unable
to find valid certification path to requested target
    at sun.security.validator.PKIXValidator.doBuild(Unknown Source)
    at sun.security.validator.PKIXValidator.engineValidate(Unknown Source)
    at sun.security.validator.Validator.validate(Unknown Source)
    at com.sun.net.ssl.internal.ssl.X509TrustManagerImpl.validate(Unknown
Source)
    at
com.sun.net.ssl.internal.ssl.X509TrustManagerImpl.checkServerTrusted(Unknown
Source)
    at
com.sun.net.ssl.internal.ssl.X509TrustManagerImpl.checkServerTrusted(Unknown
Source)
    ... 36 more
Caused by: sun.security.provider.certpath.SunCertPathBuilderException:
unable to find valid certification path to requested target
    at sun.security.provider.certpath.SunCertPathBuilder.engineBuild(Unknown
Source)
    at java.security.cert.CertPathBuilder.build(Unknown Source)
    ... 42 more


-- 
Ferindo

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