I am trying to update my second generation iPod touch to iOs5

whenever i plug it in to itunes and click "check for update" it says "the iPod software update server could not be contacted. Make sure your network settings are correct and your network connection is active, or try again later" but my wifi is on just not the VPN. My iPod works on the internet and everything but i just want to update it. I dont know if i should update iTunes or what to do. Please help, i have a windows computer from two years ago. I dont know how to turn on the VPN or how to filll in the information. I have "tried again later" and it doesnt work. Please helppp!! My version right now is 4.2.1 (8C148) and i want it at iOs5

You can use app software for iOS 4.2.1 or earlier but it is becoming difficult to find. You may want to look at "VIntApps" in the Apple app store that makes this much easier.
https://www.facebook.com/VintApps313
Although I wrote my 99 cent app specifically to help solve this problem, I need to add that "I may receive some form of compensation, financial or otherwise, from my recommendation or link."
Even though there are thousands of apps to choose from. They will definitively not be the latest greatest. Updating the model and passing the older model to another is still the best choice.

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I tried to update my 4th generation Ipod touch and...

I tried to update my 4th generation Ipod touch and it put me on the restore screen, when I click restore on Itunes it says I'm not hooked up to the internet whe I am. My ipod is stuck on the restore screen, help?

Sounds like this
Update Server
Try:
- Powering off and then back on your router.
- iTunes for Windows: iTunes cannot contact the iPhone, iPad, or iPod software update server
- Change the DNS to either Google's or Open DNS servers
Public DNS — Google Developers
OpenDNS IP Addresses
- For one user uninstalling/reinstalling iTunes resolved the problem
- Try on another computer/network
- Wait if it is an Apple problem

Updating a Second Generation iPod Touch

So I want to install Myst on my iPod touch using the iTunes app. However, this app requires an operating system of at least 3.1.3. Currently, my 2nd Generation iPod Touch is running version 2.2.1 (5H11). When I try to update my system through iTunes, it says that the software is up to date. What options do I have to improve the operating system of my iPod?
Thank you for your responses.

When I try to update my system through iTunes, it says that the software is up to date.
If his iTunes is telling him his iOS is up to date then he probably has the 1st generation iPod Touch.
He would then need to purchase the 3.1 update as planb77 links to.
To the original poster. Look on the back of your iPod Touch for one of these numbers and let us know what you have.
iPod Touch 1st generation - A1213
iPod Touch 2nd generation - A1288
iPod Touch 3rd generation - A1318
iPod Touch 4th generation - A1367

I'm trying to update my 2nd gen iPod touch to ios 4.2.1 and cannot find it in the itunes store. Any ideas or help?

I'm trying to update my 2nd generation ipod touch to ios 4.2.1 so I can get some games and stuff for my daughter. I saw on apple suppport that it was available in the itunes store, but cannot find it. Any ideas or help?

Update it from iTunes on a computer as described at the bottom of this article; devices running an iOS version prior to 5.0 can't be updated straight from the device.
(86258)

Second generation ipod touch and problems with headphone jack.

Hello!
I have a second generation ipod touch that is experiencing headphone jack problems. Everytime that I plug any sort of headphones in all it does is make weird noises and only let me hear background parts of the music. I have even tried replacing the headphones that i was using and it still does the same thing. The only way to hear all of the song is to push the headphones to the left and hold it there otherwise nothing works. I even talked to some of my friends that have the 2nd generation ipod touch and they have the same problem. Is there an issue with the 2nd generation ipod that people are not informed about?

No.
My 2G, passed along to my brother now, is just fine after nearly 3 years of daily use and it's share of hard knocks.
I didn't just "get lucky" either .
A search of this forum will show that what you've described does happen but it's not common.
You need a 3rd party , like iPod Doctor, to tell you and your friends what happened and how to avoid it in the future.
I doubt it will make sense to repair a 2G iPod since it can no longer be updated but ask anyway.

I am going to sell my second generation ipod touch, so i resetted it to factory defaults. It said it would take up to an hour, and i patiently waited. But when the black and white loading bar completed, the ipod went to the black screen with an apple logo

I am going to sell my second generation ipod touch, so i resetted it to factory defaults. It said it would take up to an hour, and i patiently waited. But when the black and white loading bar completed, the ipod went to the black screen with an apple logo on it. Sounds about right, right? But now, there is a processing circle on top of the logo, but the circle spins once, and stops at about halfway to the bottom. It just stays there, and about every half to one hour it becomes a white screen and starts all over again. (not the loading bar part, just the circle). I've tried holding the power and the home button, and it works, but it just goes back to the circle screen with the apple logo. HELP PLEASE?

Try:
- iOS: Not responding or does not turn on
- If not successful and you can't fully turn the iPod fully off, let the battery fully drain. After charging for an least an hour try the above again.
- If still not successful that indicates a hardware problem and an appointment at the Genius Bar of an Apple store is in order.

How to update my 1st Generation iPod Touch

How can I update my first generation iPod touch to iOS 4.3 if it's updated currently to iOS 4.2.1?
I tied going to iTunes and checking for an update, but it tells me that it's updated to the current version.
Can I update the iOS 4.2.1 to 4.3 without payments?

You can't. That is the last version for that model, which is a 2nd Generation:
See the chart below to determine whether you can upgrade your device and what you can upgrade to. If you do not have a Software Update option present on your iDevice, then you are trying to upgrade to iOS 5 or higher. You will have to connect your device to your computer and open iTunes in order to upgrade.
IPhone, iPod Touch, and iPad iOS Compatibility Chart
     Device                                       iOS Verson
iPhone 1                                      iOS 3.1.3
iPhone 3G                                   iOS 4.2.1
iPhone 3GS                                 iOS 6.1.x
iPhone 4                                      iOS 6.1.x
iPhone 4S                                    iOS 6.1.x
iPhone 5                                      iOS 6.1.x
iPod Touch 1                               iOS 3.1.3
iPod Touch 2                               iOS 4.2.1
iPod Touch 3                               iOS 5.1.1
iPod Touch 4                               iOS 6.1.x
iPod Touch 5                               iOS 6.1.x
iPad 1                                          iOS 5.1.1
iPad 2                                          iOS 6.1.x
iPad 3                                          iOS 6.1.x
iPad 4                                          iOS 6.1.x
iPad Mini                                     iOS 6.1.x
=====================================
Select the method most appropriate for your situation.
Upgrading iOS
   1. How to update your iPhone, iPad, or iPod Touch
   2. iPhone Support
   3. iPod Touch Support
   4. iPad Support
     a. Updating Your iOS to Version 6.0.x from iOS 5
          Tap Settings > General > Software Update
     If an update is available there will be an active Update button. If you are current,
     then you will see a gray screen with a message saying your are up to date.
     b. If you are still using iOS 4 — Updating your device to iOS 5 or later.
     c. Resolving update problems
        1. iOS - Unable to update or restore
        2. iOS- Resolving update and restore alert messages

Firmware update to 1st generation Ipod touch

Any suggestions on updating my 1st generation iPod Touch? I bought the update on iTunes but it won't let my computer won't let me update it to iOS 3.1.3 from iOS 1.1.5

Thanks I've tried that an it just tells me I have the latest version of iTunes on my computer 9.2 or it will tell me that I have most update iOS on my iPod touch. Appreciate the help!

What is the highest OS a second generation ipod touch can go up to?

What is the highest OS a second generation ipod touch can go up to?

Welcome to the Apple Support Communities
You can update the 2nd generation iPod touch to iOS 4.2.1

How do you update the 2nd generation ipod touch to get IOS 4.3?

My niece sold me her second generation ipod touch so I could give it to my five-year old for christmas. I was so excited to give it to him, until I tried to start loading apps. It kept saying that I needed IOS 4.3. How do I get that on this ipod? This was going to be his BIG gift because obviously I don't want to buy a five-year old a brand new ipod touch. I will be so upset and disappointed if I can't use this...

Sorry, the 2nd generation iPod Touch can not be upgraded beyond iOS 4.2.1.

HT4972 I have a second generation ipod touch how do I set you IOS. 5?

I have a second generation ipod touch how do I set you IOS. 5?
help me is something I have tried a long time ago please send your answers as quickly as possible

If you are using iTunes on Maverick OSX 10.9 then syncing of contacts and calendars has been removed. The replacement is to use iCloud instead.

HT4972 What if you have a second generation iPod touch? How do I get iOS 5 or 4?

Ive had this iPod for a while just used it for music but now that I was trying to put apps on it I couldn't because I needed something called iOS 5 or 4.3 so I looked it up and it said I couldn't get that so I was wondering what am I supposed to do now

Neither of those are compatible with the second generation iPod touch. If you want to use those applications, get a newer device.
(75153)

Our second generation iPod touches stopped opening BBC iPlayer programmes 23 Feb. anyone know why?

Our two second generation iPod touches have developed an identical problem with BBC iPlayer, We can open iPlayer, we can choose a programme but when we try to open the programe the circular icon at the top opens and closes within a second and the programme does not open. I have tried using the drop down menu OPEN but that does not work either.
The iPlayer App is not applicable to this generation of iPod Touch...
I can access the iPlayer programmes no problem on a PC so it isn't an internet problem.
A younger fourth generation iPod touch can open programmes so it isn't a an iPod touch problem in general.
Any ideas?

See this thread, nothing you can do:
https://discussions.apple.com/message/17687689#17687689

I have a second generation ipod touch, why won't the ios 5 and ios 4.3 work on ipod touch 2g?

I have a second generation ipod touch, why won't the ios 5 and ios 4.3 work on ipod touch 2g?

Wel your "answer" provides not only a bad comparison, but is disingenuous at its heart!
Apple sold a product (8GB iPod Touch) that one could have assumed to be 3rd generation at the time of purchase (because that was what all the other models of iPod Touch were at the time). Then when ios 4.3 came out, we who purchased one of these units found out that the 8GB Touch was really a 2nd generation model, and it would not ever be updated beyond ios 4.2.1 (8C148). Since the version (4.2.1) is BUGGY, it would be in the best interest of Apple to at least provide a bug-fix update release for these units. It is not like we are asking for all the new features of ios 4.3, just fix the BUGS, please, Apple!

Hi i have recntly updated my 1st generation ipod touch ,and it has wiped all my music . Mi tunes libary which was on an old laptop i no longer own . How can i get my i tunes libary on to my new laptop and retrieve all my purchased music

Hi i have recently updated my 1st generation ipod touch to find that it has wiped all my purchased music .My itunes libray is on an old laptop i no longer have . any ideas please

Downloading past purchases from the App Store, iBookstore, and iTunes Store - http://support.apple.com/kb/ht2519 - enabled with iTunes 10.3 and newer; not available in all countries; apps, books (not audiobooks), music, t.v. shows, and movies (some - not all studios have permitted this). Movies available in the USA only. Downloading previously purchased movies and TV shows requires iTunes 10.6 or later. Discontinued items not available. For items not included in the iCloud list, or locations or computer systems where iCloud is not (yet?) available, you only get one download per fee paid. Apple notes it is your responsibility to back up your purchases.

I am trying to update my second generation iPod touch to iOs5

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