javax.mail.sendfailedexception sending failed nested exception is class javax.mail.MessagingException

Question

It give error about some problem with STARTTLS command . it gives the error like this

javax.mail.sendfailedexception sending failed nested exception is class javax.mail.MessagingException So please help me out of it.

Java Code

import javax.mail.Message;
import javax.mail.MessagingException;
import javax.mail.Session;
import javax.mail.Transport;
import javax.mail.internet.InternetAddress;
import javax.mail.internet.MimeMessage;


public class MailDemo {
    public static void main(String[] args) {
        Properties properties=new Properties();
        properties.put("mail.smtp.auth", "true");
        properties.put("mail.smtp.starttls.enable","true");
        properties.put("mail.smtp.host","smtp.gmail.com");
        properties.put("mail.smtp.port", "587");
        Scanner scn=new Scanner(System.in);
        System.out.println("Username for Authentication :");
        final String username=scn.nextLine();
        System.out.println("Password for Authentication :");
        final String password=scn.nextLine();
        System.out.println("From Email..");
        String fromEmailAddrs=scn.nextLine();
        System.out.println("To Email..");
        String toEmail=scn.nextLine();
        System.out.println("Subject..");
        String subject=scn.nextLine();
        System.out.println("Message..");
        String textMessage=scn.nextLine();
        Session session=Session.getDefaultInstance(properties,new Authenticator() {
            @Override
            protected javax.mail.PasswordAuthentication getPasswordAuthentication(){
                return new javax.mail.PasswordAuthentication(username, password);
            }
        });
        try{
            Message msg=new MimeMessage(session);
            msg.setFrom(new InternetAddress(fromEmailAddrs));
            msg.setRecipients(Message.RecipientType.TO, InternetAddress.parse(toEmail));
            msg.setSubject(subject);
            msg.setText(textMessage);
            Transport.send(msg);
            System.out.println("/n Your Message Delivered Succesfully");
        }
        catch(MessagingException m){
            throw new RuntimeException(m);
        }

    }
}

Console

Username for Authentication :
bijaybhaskar01
Password for Authentication :
abcdef@456789
From Email..
[email protected]
To Email..
[email protected]
Subject..
Hello
Message..
hai

Output

Exception in thread "main" java.lang.RuntimeException: javax.mail.SendFailedException: Sending failed;
  nested exception is:
    class javax.mail.MessagingException: 530 5.7.0 Must issue a STARTTLS command first. fh14sm3131583pab.31 - gsmtp

    at com.mail.bhaskar.MailDemo.main(MailDemo.java:52)
Caused by: javax.mail.SendFailedException: Sending failed;
  nested exception is:
    class javax.mail.MessagingException: 530 5.7.0 Must issue a STARTTLS command first. fh14sm3131583pab.31 - gsmtp

    at javax.mail.Transport.send0(Transport.java:218)
    at javax.mail.Transport.send(Transport.java:80)
    at com.mail.bhaskar.MailDemo.main(MailDemo.java:48)

Debug output

DEBUG: JavaMail version 1.3.1
DEBUG: java.io.FileNotFoundException: C:\Program Files\Java\jre1.8.0_77\lib\javamail.providers (The system cannot find the file specified)
DEBUG: URL jar:file:/E:/Study/Java/Jars/MailJars/gimap.jar!/META-INF/javamail.providers
DEBUG: successfully loaded resource: jar:file:/E:/Study/Java/Jars/MailJars/gimap.jar!/META-INF/javamail.providers
DEBUG: URL jar:file:/E:/Study/Java/Jars/MailJars/imap.jar!/META-INF/javamail.providers
DEBUG: successfully loaded resource: jar:file:/E:/Study/Java/Jars/MailJars/imap.jar!/META-INF/javamail.providers
DEBUG: URL jar:file:/E:/Study/Java/Jars/MailJars/pop3.jar!/META-INF/javamail.providers
DEBUG: successfully loaded resource: jar:file:/E:/Study/Java/Jars/MailJars/pop3.jar!/META-INF/javamail.providers
DEBUG: URL jar:file:/E:/Study/Java/Jars/MailJars/smtp.jar!/META-INF/javamail.providers
DEBUG: successfully loaded resource: jar:file:/E:/Study/Java/Jars/MailJars/smtp.jar!/META-INF/javamail.providers
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,Oracle], 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,Oracle], com.sun.mail.gimap.GmailSSLStore=javax.mail.Provider[STORE,gimaps,com.sun.mail.gimap.GmailSSLStore,Oracle], com.sun.mail.pop3.POP3SSLStore=javax.mail.Provider[STORE,pop3s,com.sun.mail.pop3.POP3SSLStore,Oracle], com.sun.mail.imap.IMAPStore=javax.mail.Provider[STORE,imap,com.sun.mail.imap.IMAPStore,Sun Microsystems, Inc], com.sun.mail.gimap.GmailStore=javax.mail.Provider[STORE,gimap,com.sun.mail.gimap.GmailStore,Oracle], 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,Oracle], imap=javax.mail.Provider[STORE,imap,com.sun.mail.imap.IMAPStore,Oracle], gimap=javax.mail.Provider[STORE,gimap,com.sun.mail.gimap.GmailStore,Oracle], smtps=javax.mail.Provider[TRANSPORT,smtps,com.sun.mail.smtp.SMTPSSLTransport,Oracle], pop3=javax.mail.Provider[STORE,pop3,com.sun.mail.pop3.POP3Store,Oracle], smtp=javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle], pop3s=javax.mail.Provider[STORE,pop3s,com.sun.mail.pop3.POP3SSLStore,Oracle], gimaps=javax.mail.Provider[STORE,gimaps,com.sun.mail.gimap.GmailSSLStore,Oracle]}
DEBUG: successfully loaded resource: /META-INF/javamail.default.address.map
DEBUG: URL jar:file:/E:/Study/Java/Jars/MailJars/smtp.jar!/META-INF/javamail.address.map
DEBUG: successfully loaded resource: jar:file:/E:/Study/Java/Jars/MailJars/smtp.jar!/META-INF/javamail.address.map
DEBUG: java.io.FileNotFoundException: C:\Program Files\Java\jre1.8.0_77\lib\javamail.address.map (The system cannot find the file specified)
DEBUG: getProvider() returning javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle]
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: trying to connect to host "smtp.gmail.com", port 587

220 smtp.gmail.com ESMTP n6sm3627811pfa.2 - gsmtp
DEBUG SMTP: connected to host "smtp.gmail.com", port: 587

EHLO Bhaskar
250-smtp.gmail.com at your service, [119.82.116.106]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250-ENHANCEDSTATUSCODES
250-PIPELINING
250 SMTPUTF8
DEBUG SMTP: Found extension "SIZE", arg "35882577"
DEBUG SMTP: Found extension "8BITMIME", arg ""
DEBUG SMTP: Found extension "STARTTLS", arg ""
DEBUG SMTP: Found extension "ENHANCEDSTATUSCODES", arg ""
DEBUG SMTP: Found extension "PIPELINING", arg ""
DEBUG SMTP: Found extension "SMTPUTF8", arg ""
DEBUG SMTP: use8bit false
MAIL FROM:<[email protected]>
530 5.7.0 Must issue a STARTTLS command first. n6sm3627811pfa.2 - gsmtp
QUIT

What does the JavaMail debug output show? What version of JavaMail are you using? — Bill Shannon
– Bill Shannon, Commented Apr 27, 2016 at 6:38
That's a pretty old version, you should upgrade if you can, although I don't think that's the source of your problem. Please post the debug output. — Bill Shannon
– Bill Shannon, Commented Apr 27, 2016 at 6:57
[1]: i.sstatic.net/vul2V.png please go through this link for debug output — Bijaya Bhaskar Swain
– Bijaya Bhaskar Swain, Commented Apr 27, 2016 at 7:03
Hai, @BillShannon i have edited my question with debug output please check that — Bijaya Bhaskar Swain
– Bijaya Bhaskar Swain, Commented Apr 27, 2016 at 7:22

Bill Shannon · Accepted Answer · 2016-04-27 22:26:37Z

1

You're using JavaMail 1.3.1, which is ancient and does not support STARTTLS.

Upgrade to a newer version.

answered Apr 27, 2016 at 22:26

Bill Shannon

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