iTunes Crashes When Syncing iPhone 2.2.1
The last three days I’ve noticed something very peculiar with iTunes. Ever since I upgraded my iPhone to 2.2.1, things have been fine for the first 2 days. Then I deleted a song and all of a sudden now every time I sync my iPhone, iTunes crashes. This has happened THIRTY times now.
So I googled and you’ll never believe what I’ve found – there are THOUSANDS of people who are having this exact same problem in the last several days. Some have deleted songs and then it crashed and some have not. So I thought it best to post what I did to fix my problem, so far. I have no idea if this solution will keep working, but at least I can sync my iPhone with all of my DRM and non-DRM content and it’s working.
CNET and MacNN have begun covering this debacle – I just hope other big blogs cover this so Apple will hurry and fix it.
Here’s the Apple forums for you to peruse if you’re having this problem. Click here.
Here’s what I did to get it working again:
(1) Deauthorized my computer in iTunes (Store -> Deauthorize Computer)
(2) Authorize my computer in iTunes (Store -> Authorize Computer) – NOTE: if you have AppleTV, this will reset it and AppleTV will have to sync all your content again, but this is normal and just fine. You won’t lose anything.
(3) Go into iTunes Store, purchase a free app.
(4) Sync.
For some reason, this is working for me. According to the Apple forums, it works for most of us and for others it doesn’t.
Apple, please hurry.
Tags: 2.2.1, 3G, Apple, iPhone, iTunes


February 3rd, 2009 at 1:00 am
Thanks for posting this solution, it appears to be working just fine. I had reset my iPod Touch and reinstalled iTunes to no avail. Now all my files are synchronizing without a crash.
February 3rd, 2009 at 1:27 am
[...] few minutes ago I was looking through the Apple discussion groups and came across this fix by Jeff McCord. It is a simple one when you think about [...]
May 21st, 2009 at 3:40 pm
Tried it exactly as listed and itunes still crashes on sync.
July 31st, 2009 at 7:12 pm
Thanks, that worked for me.
August 15th, 2009 at 5:05 am
Worked for me for 3.0.1 also. Great fix.
September 17th, 2009 at 12:29 pm
hait works !!! in ipone 3.01 i had the same issue! thanks a lot!!!
September 26th, 2009 at 11:55 am
I’m not so lucky,…. it crashed halfway through the sync.
March 2nd, 2010 at 10:58 pm
Not so lucky either…..will retry it a few times n keep my fingers crossed. Thank you for the post
July 2nd, 2010 at 7:27 pm
i found an another solution. I’m just going back to itunes version 7
July 23rd, 2010 at 1:50 pm
I solved my particular problem — Itunes was hanging at the point where it was syncing a file called something like 2348239482734 43027.mp4 or whatever. Anyway, I deleted all Voice Memos from my iphone and it now syncs just fine. I suppose one or more of the Voice Memo files was corrupt.