Can't authorise itunes?

Hi
I have two problems...
1. I have a new Macbook pro and everytime I authorise Itunes with my account it will come up with a message to say it is already authorised, being 1 out of 5. But then it asks me again to authorise after I said ok ????
2. I brought an app and wanted to put it onto my ipod. My ipod comes up and the new app is blanked out which means I would have to sync which means I'll loose everything I've got on my Ipod.
I have a MacBook Pro and 2nd generation Ipod.
Can anyone help?

I also cannot authorize my purchases to play on iTunes. It was fine three hours ago, now it is prompting me each time it encounters some of the songs (oddly, not all) I have purchased on the iTunes store.
When I'm prompted to enter my account info, and I know it is correct, it tries to authorize the song, but fails and gives me this error message:
"We could not complete your iTunes Sotre request. An unknown error occurred (-42408). There was an error in the iTunes Store. Please try again later."
Not sure what has changed since this morning or what to do next.

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As you have more than 1 computer authorised then you should be able to log into your account on your computer's iTunes (Store > View My Account) and 'deauthorise all' (which you can do once every 12 months) and you can then authorise/reauthorise the computers that you still have and need : authorising and deauthorising.

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Windows: How to Authorize or Deauthorize iTunes | PCWorld.
In iTunes you use the Authorize This Computer or De-authorize This Computer option under the Store menu in iTunes' menubar. For Windows use the ALT-S keys to access it. Or turn on Windows 7 and 8 iTunes menus: iTunes- Turning on iTunes menus in Windows 8 and 7.

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Ok, if reinstalling iTunes as suggested above does not resolve the issue of iTunes recognising the iPad then try this -
Firstly, make sure that your device is not hidden (left hand pane). If it just reads device then toggle between SHOW and HIDE.
Secondly, try all the other ports on your computer, even a number of times.
Thirdly, make sure your lead /connections are no faulty.
Fourthly, if you have another computer try plugging your device into it without taking any action, give it a moment, remove it and try it back in your other computer again.
Failing all that, see here - http://support.apple.com/kb/TS1538
And failing all that put the device into Recovery mode. See here and note the paragraph 'If you restore from a different computer.... ' down near the bottom of the page -
http://www.apple.com/support/ipad/assistant/itunes/
As for making your new laptop your 'home computer' follow these instructions -
1. Without connecting your iPad to your computer -
A) Install iTunes / make sure the latest version of iTunes is installed.
B) Go to the Store tab and click on "Authorise This Computer".
C) Go to Edit, click on Preferences [iTunes and Preferences on Macs] and click on Devices. Put a check mark in the box next to "Prevent iPods/iPhones/iPads from syncing automatically". Click OK and close iTunes.
2. Connect your iPad to your computer -
A) Start iTunes (it will not start automatically because of the action at 1(C) above).
B) Right click on your iPad under Devices in the left column. Select "Transfer purchases".
C) When the transfer has completed, right click on your iPad again and select "Backup".
D) When the backup has completed, left click on your iPad, click on the Apps tab, and put a check mark in the box next to "Sync Apps", and then click on "Apply" (bottom right).
E) Unless you want to always do a manual sync (as I do), go back to Edit, Preferences [iTunes and Preferences on Macs] and uncheck the box next to "Prevent your iPod.....".
F) Finally, on your iPad, check that everything is syncing properly. If not, go back to iTunes and check all settings.
NB You should not lose any apps. However, any 'purchased' missing apps can be downloaded again FOC. As with updates, this must be done with the Apple ID under which they were originally 'purchased'.
Also see here as to moving your music to your new computer -
http://support.apple.com/kb/HT4527

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Review the following before you authorize a computer:
You can authorize up to five computers with your Apple ID.
You must authorize your computer to download past purchases, use Home Sharing, or use the Automatic Downloads setting.
You can play unprotected music that's in the AAC file format without authorizing your computer. This includes iTunes Plus tracks and content from sources other than the iTunes Store, like your audio CDs.
To authorize a computer, follow these steps:
Open iTunes.
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You may need to show the menu bar to see this option in Windows. In earlier versions of iTunes, you can access this option from the Advanced menu.
Enter your Apple ID and click Authorize.
If your Apple ID uses an expired MobileMe account, you can still authorize your computer.
In some cases, iTunes may ask you to authorize the computer again. iTunes should use the same authorization as before if the computer is in your list of authorized computers.
Learn what to do if iTunes repeatedly asks you to authorize when you try to play your content.
http://support.apple.com/kb/ht1420
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Hello Sony pix,
The following article provides information and steps that can help quell iTunes' constant requests for authorization.
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http://support.apple.com/kb/TS1389
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With the newest Airport firmware (7.6.1), it seems I should be able to do this.
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I am running iTunes 10.5.1 on windows xp3 with a netcomm nb9wmaxxn. I have a wired LAN as well as using the wireless.
I have remote 2.2.
I have 2 computers connected to the LAN. Neither can connect to my iPhone using home sharing, but when I try to connect the other way iTunes finds my device and asks for a passcode. This it accepts and tells me I can use it but my iPhone cannot find the library.
Despite this I know my iPhone can connect to iTunes as it updates app purchases OTA.
The other confusing issue is that my third computer is a small net book and connects to network via WAN. This computer can connect to Remote on my iPhone no problem n
I am at a loss now. I have been through as many posts as I can and have tried most suggestions relating to firewalls etc but nothing seems to work.
Any ideas anyone?

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1. 2008 vintage DLink DIR-655 router (with old firmware)... works perfectly. Unfortunately this router's internet connection has failed, so I am trying to replace it. I can only use it as a LAN router.
2. I purchase both DLink DIR-825 and a new DIR-655 (with new firmware)... with both of these routers my iPhone can wirelessly access the internet, but not the LAN. Remote doesn't work.
3. I learn that some of my other devices also have problems with LAN access. computers and laptops are ok, but my smart TV, andriod tablet, iphone don't work.
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Then you need to click the link below and fill out the email form to the itunes store about the issue
http://www.apple.com/support/itunes/store/games/

Can't authorise itunes?

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