"One of the recipient addresses was invalid...

I can send a new email, but when I try to reply to any email, I get this error message and the email just sits in the outbox.

I get this same message even with new mails. And the recipient addresses are all valid. This suddenly started to happen after a long time of everything working just fine.
Would love to find an answer to this problem.

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Getting "Cannot Send Mail - One of the Recipient Addresses was Invalid"

Mail was working fine under version 1. Upgraded my original iPhone to version 2 and couldn't send emails. Get "CANNOT SEND MAIL. ONE OF THE RECIPIENT ADDRESSES WAS INVALID. OK" message whenever I attempt to respond to an incoming email or when sending a new email. Sometimes "Sending" progress bar goes all the way to the end, but I still get this error message and mail is NOT sent. This is still the case after I upgraded to 2.02 HELP!

I have since removed the email account and added it again. I tried this several times and came to the realization that the Apple iPhone software was not setting the account up properly. I saved the account even though I was warned by the software that it was not working properly. I then went ahead and carefully edited all the settings and made sure that they matched EXACTLY with those in MS Outlook. I also set Authentication to Password on both incoming at outgoing servers.
I finally got it working. What a pain!!

Major mail problem: "One or more recipient address was invalid"

Hello,
I had my iPhone 3G for 2 weeks now. I have been experiencing some major e-mail problems - basically, I cannot send e-mails to anyone except myself. When I type in my address (the same one that I send an e-mail from) it all goes well. When I type any other valid one, it does not get through. I keep on getting a pop-up message "Cannot send mail: One or more recipient address was invalid" - even though the addresses *are, actually, valid*.
Does anyone know how to solve this problem? Happens both with usual e-mails and with pic forwarding. Many thanks for your help.
Best,
Dynamitri

I'm using a POP account. Still - I can send to myself, can't send anywhere else.
Might try deleting the account and then configuring it again. Hope it helps.
And yeah, I have the latest software.
Best,
D.

One of the recipient addresses is invalid?

every time that i open mail on my iphone it tells me that one of the recipient addresses is invalid. ????
there is a message being sent how do i get to it to alliviate the problem?

First off, check your sent for messages being sent out. Delete it if you can, and the message should stop appearing when you first open Mail.
Next, I'm assuming this started happening after the 2.0 update? This seems to be the case for this issue. I have ran into this twice now and both were after the 2.0 update.
Assuming you updated, try to remember if you had to reenter your email information manually on the iPhone again. If you did not, then it may have been backed up and re-synced to your iPhone automatically. With the current bugs, it'll be best to set up the account manually.
+NOTE: Steps 1-4 may not be necessary. You may try step 5 first and if it doesn't work, perform the entire process.+
The fix I found:
*1. Delete the account on the iPhone.*
Before doing this, be sure you know your settings to recreate this account. If it is one of the prebuilt email addresses (Gmail, AOL, Yahoo, MobileMe, etc), the account settings won't be an issue. If you are using a POP or IMAP account other than the ones built in, contact your email provider for account settings, or, alternatively, look in the Mail Settings on the iPhone before you delete it or online. Some settings include incoming and outgoing server host names, port numbers, whether SSL is used, and authentication type. Don't forget your username and password too!
This may help some of you.
http://www.apple.com/support/iphone/mailhelper/
*2. Once deleted, recreate account*
Enter Settings > Mail, Contacts and Calender > Add Account
*3. Once created, test to see if you receive mail.*
If not and you did before deleting the account, look into your settings, something may have been missed
If it works, continue to the next step.
*4. Check to see if issue still exists.*
Compose a new message AND reply to one
If it works, great. If not continue on.
*5. Enter your Username and Password for your OUTGOING MAIL SERVER*
This is the step that fixed the issue both times when I ran into them.
Go into Settings > Mail, Contacts and Calendar > +Your Account+ > Tap the Outgoing (or SMTP) Server > Tap Primary Server > Enter Your Username and Password in the Optional fields.
Username is usually the first part of your email address (everything before the @) or it can also be your entire email address. Password is the one you'd use to log into its webmail.
Usually, these "optional" fields are truly optional. In this case, having them filled in fixed the issue.
Actually, fixed it twice. Lastly, a hard reset (hold home and power button until screen goes completely off, ignore slide to power off) and a restore are other two options at the end.
Hope this helps you folks.
Good Luck,
Tony

Can't send mail due to "One of the recipient addresses was incorrect" error

I have my iPhone set up with two mail accounts: my personal Yahoo account and my work e-mail account ([email protected], for example). I can send/receive email fine with my personal account, but for my work account, I cannot send any mail to any email addresses that are not people at my work with the same domain name (I can send to [email protected], but not [email protected]).
I thought the problem had to be with my settings, but I compared my settings on the iPhone with how I have my work email set up in Thunderbird and even Apple Mail. They're the same! So I'm at a loss. Any ideas?
Thanks!!

More than likely, yes, but since a MobileMe account is accessed as an IMAP account, when accessing the account with an email client you have the option to store messages on the server or locally on the hard drive or device. If your account has been compromised and someone is accessing the account with an email client on their computer, they could choose not to store the sent messages on the server so you wouldn't see them.

E-mail error: Cannot Send Mail: The sender address was invalid

I can receive e-mail but cannot send it. Everything goes to my outbox. I did not change any settings. Nothing has changed that I know of. For months I could send e-mail -- now I cannot. I even e-mailed myself, and it says the sender address is invalid. Can anyone help? Thanks!

The "Recipient addresses are invalid" message is misleading.
Most ISP's don't allow you to send email through their SMTP server unless you are A) on their network (e.g. connected via wi-fi to a cable connection provided by your ISP) or B) you authenticate to their SMTP server.
On Blueyonder here in the UK (my ISP), you can send via their SMTP server from the iPhone over 3G as long as you authenticate to it. I setup my Mac mail to authenticate on outbound email sent via smtp.blueyonder.co.uk and it works fine. I then synced the mail settings to my iPhone and it works fine (although a little slow to send).
Alternatively your cellular provider usually runs their own SMTP server to which you will also have to authenticate, and you can send through it. For the iPhone in the UK O2 are the exclusive provider, and they have the smtp.02.co.uk gateway.

IPhone 3G Cannot Send Mail. The sender address was invalid.

All of a sudden, I cannot send mail. I get the message "Cannot Send Mail" The sender address was invalid.
I have reset the phone in hopes of resolving the problem. That did not work.
The mail that I'm sending to IS a valid address; I'm trying to RESPOND.
Please help.

The configuration and use of any outgoing server address (SMTP) may not be supported due to several factors including, but not limited to, the inability for the outgoing server (SMTP) to authenticate users (whether by IP or username/password) that are not directly connected to that Internet Service Providers(ISPs) network.
This is usually your HOME wi-fi and you are not connected to it because you are on your iPhone away from the house. This is mainly done to prevent unsolicited users from sending SPAM via the ISP's servers.
An alternative is to use ATT SMTP Server (for US) when you are on the 3G or data network for the carrier and not on your home wi-fi. So enable ATT SMTP server under Other SMTP servers under your Mail's account settings on the iPhone.
If you are interested you can obtain that information directly from the email provider. This article has a great temple that you can use to ask all necessary information from the provider including "If you use your ISP’s own email service (instead of a third-party such as Gmail), sometimes it may not work if you use another Internet access point, such as a cafe with wireless Internet. Ask your email provider if the settings they give you will work on other networks."
What to ask if you're having issues sending, receiving, or configuring Mail
http://support.apple.com/kb/HT1277

Cannot Send Mail: The sender address was invalid

I continually keep getting this prompt after every single email I send. The sender address is verified and is valid...HELP!!

This error message is not accurate.
This means there is a problem with the account's outgoing mail server.
Most, if not all internet service providers block the use of SMTP servers that are outside of their network or not provided by the ISP being used for your internet connection at the time unless the SMTP server is authenticated. A cell phone carrier's network is no exception. This restriction is part of an overall effort to prevent spam emanating from the ISP's domain.
Who is the email account provider for this account? Do you know if the account has an authenticated SMTP server?
What country are you located in and who is your cell phone carrier?

The sender address was invalid...

I know this has been discussed before here, but after trying various 'solutions', I'm still having the same message pop up and am unable to send mail from my iPhone.
After digging a little deeper on here I read that:
"The configuration and use of any outgoing server address (SMTP) may not be supported due to several factors including, but not limited to, the inability for the outgoing server (SMTP) to authenticate users (whether by IP or username/password) that are not directly connected to that Internet Service Providers (ISPs) network."
This makes sense (although, at the same time makes +no sense+, if you see what I mean) and would explain why it works when I'm at home using my WiFi connection and nowhere else.
BUT... there must be a solution.
I'm in the UK on the 02 network, I realise most responses here are US based but there must be some UK folks who have had the same problem and found an answer.
Please help... as always, all (sensible) responses appreciated.
Cheers.

have you tried uninstalling your email address, & reinstalling it again sometimes that works, if not maybe you could have another email address, ive found in the past that some fones don't seem to recognise windows live, so ive got google for my friend & family & kept the windows live one on my computer, hope this helps abit.

"The sender address was invalid": cannot send emails

I am suddenly getting this message--though my email info is set up properly in the settings. I am using two Optonline accounts and cannot send from them. Can anyone help?

I am having the same exact problem, what I know about it I have posted in this thread:
http://discussions.apple.com/thread.jspa?threadID=1730086&tstart=45
Summary, for my Verizon e-mail account, my outgoing authentication method needs to be "password", but no matter how many times I select password
(settings>mail,contacts, calenders>account>smtp>primary server>authentication> password),
The setting does not stick and the phone reverts to "MD5 challenge response". As you can see above, to change the setting requires clicking through 6 menus, so it is very frustrating to change to the correct authentication method, to see the setting change back as soon as you back up even just one menu.

Mail problem - "Sender address was invalid"

So I get this message from time to time: then I try to send an e-mail from the mail app on my iPod Touch, it'll come back to me saying "The Sender Address was invalid" and won't send it. However, it's gotten worse of late; previously, I would hit the refresh button and then it would send, but recently that has stopped working. For about 45 minutes this morning I tried to send an e-mail and it just wouldn't send. I ended up having to log into my e-mail manually (through Safari on my iPod) to get it to send (which worked). However, I would like to know if anyone else has encountered this problem, if anyone knows what causes it, if anyone knows how to solve it, and if it would be worthwhile submitting a bug report to Apple about this. Thanks.

With so many threads and indy websites posting this problem, I'm not sure where's best to post my solution. So it's here and I hope someone gets help from it.
Same thing - "sender address blah blah blah" and none of the fixes worked. So I deleted the outgoing server (or so I thought!) and restarted the iPod. The server was not listed.
Then I reentered the information and used Port 25 (I had tried that before but went back to the default port of 587 before deleting the old server).
I connected to my WiFi and my mail went thru immediately. But what was interesting was the 'old' server showed up as the backup with port 587. I don't dare touch a thing - it's working!
BTW, I am using my own website and mail servers (hosted elsewhere).
Interestingly, if the iPod is accessing the mail servers, the computer access is blocked. Probably my host no allowing multiple connections from the same location, but I've done that before with my laptop and other Macs here w/o a hitch. But really a big deal, but interesting.
Thanks to all who have posted in this thread and all the other threads. Together, we ARE tech support! But the Apple guys and gals are great as well. And this iPod Touch is AMAZING!

ITunes v10.6.1.7 "Copying files failed. The File name was invalid or too long."

I'm trying to organize my music files using iTunes 10.6.1.7 and I keep getting the error message "Copying files failed. The File name was invalid or too long."
I've got music folders by artist in both the iTunes Music folder and the iTunes Media/Music folder. When I add certain files by drag/drop they sometimes get lost and I don't want that to happen anymore. I used to just consolidate my music files using the File/Library/Organize Library option and that worked, however now when I do that, I get the error message.
I'm a novice and the only online stuff I see is both confusing and refers to earlier versions of iTunes.
My concern is that I have heard that people lose entire libraries of their music when they trry to fix things like this and I don't want that. If this is of any importance, I have several files called iTunes library and temp library. I have no idea what that all means but I'm scared to death of it.
Also, I can't get to the "re-organize library" link at all. It won't let me.
One thing that be of some interest is that when I pull up the properties of the music and media/music files they are marked "read only" I'm also afraid to touch that!
Please help and please know that I am a dummy. Be kind and be clear. Step by step would be great, with images even better. Thanks.

Perhaps nobody knows the answer? We're fellow users here answering questions in our free time when we think we've something useful to contribute.
You can choose to *Consolidate selected tracks* with a right-click menu. Perhaps if you can identify a specific track that won't consolidate and examine the full path to the file & the path that iTunes would create when it consolidates the problem might become apparent. For example iTunes may not be able to move files if the source or destination path length exceeds 255 characters.
tt2

Got a new mac today, I created my iCloud account (and therfore my Apple ID?) I tried to set up my iTunes and download updates, and it says i need to review my account, then I had to edit my Apple ID details, but said my email address was invalid???

Got a new mac today, I created my iCloud account (and therfore my Apple ID?) I tried to set up my iTunes and download updates, and it says i need to review my account, then I had to edit my Apple ID details, but said my email address was invalid???

From the information that you have provided, it sounds like your Apple ID has been disabled. You can read this to see how you can troubleshoot that issue.
Apple ID is Disabled - Apple Club - Google Sites
You can try signing out of your ID on the iPad and sign in with his ID and see if that works.
Settings>iTunes and App Stores>Apple ID. Tap your ID and sign out. Then sign in with your husband's newly created ID.

Consolidate Problem. Copying files failed. The File name was invalid.

Hi to everyone,
My system is 10.5.8, iTunes 9.2.1 (4)
I tried to consolidate my iTunes library to an external HD. After about 100GB of copied music, I got the message : Copying files failed. The File name was invalid.
Now everytime I try again to consolidate, I get immediately this message. I am looking everywhere for a solution, and I only find the same problem for Windows iTunes users.
Actually I found very useful this thread:
http://discussions.apple.com/thread.jspa?threadID=1708372,
which talks about with which order iTunes consolidates the media, so by digging a little in the folders to find which track has the problem and make the fix. It says that consolidate start copy the files by the date added order. So I can go in my new iTunes media folder and find the latest added track, then go back in iTunes, sort by date added the songs and locate the next song, to make the fix. However in my case, all previous and next songs (by date added), have been copied in the new locations.
I am stuck. I have a remaining 300GB of music to consolidate and dont know how to proceed.
Any help would be much appreciated..

Finaly, I managed to solve it by myself...,
following the help I found from the post of the thread I mentioned on my question...
What was the problem that made things more difficult in my case, is that a big amount of songs have been added at the same time, with just a few seconds time distance. So it was tougher to locate what was the last imported song, and where iTunes consolidation had stopped. Actually I had groups of about 100 songs with the same timestamp of date added and the consolidation was following the rule of the "date added" but not exactly with the order the songs was showing in the iTuned library. So I started checking all the songs very close to the last added in the media folder one by one with the "show in finder" command, and then I managed to found what was the one with the problem.
Regarding the problematic file, that was a midi file that had been imported in my iTunes.
I hope this will help anyone else that might have the same problem as me in the future.

Copying music failed. The file name was invalid or too long.

I went to consolidate my music, but when it got about 2/3 of the way through, it stopped with the error message, "Copying music failed. The file name was invalid or too long." I don't know which file it is referring to. How do I find this out?
I needed to cosolidate so I could backup the entire library to DVD. Now I'm left with two partially complete libraries with many duplicates.

To find out which file it was, look at where you were
copying them too and see which was the last file
copied - and then go back to your source, and go to
the next one - it should be that one.
I just wanted to add that I had the same issue (failure to finish copying and "invalid or too long" error msg) and at first didn't see how looking for the last file copied would work since iTunes is copying into folders.
Duh.
Reverse sort by date modified (newest folder at the top of the list) then drill down to the folder containing the files being copied. Voila. There was the (missing) culprit, and I knew which file to rename in the source folder.
Thanks for the kick in the brain pan.
Sony VAIO PCG-V505ACP Windows XP Pro

"One of the recipient addresses was invalid...

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