My husband also has an Ipad 2 so I was also interested in your question -- I think I have found the answer at the link given below. I just went to Google and typed in "upload picture from Ipad2 to internet" and found it. Hope it helps!
I can't solve your problem but can tell you that Safari does recognise the photo and I think you need to down load an app to use . Hope thinks sorts points you in the right direction. Sue
Thanks for the answers,i will keep trying ,hope i can get it right.Cathy
I have the iPad (1) and can't either, the 'choose file' option is greed out. can't download pictures or (worse) designs either.
Sorry I can't answer your question, but at least I can bring it back to the top so someone else can.