it is possible, the 40 pin is able to outpud music, like when you connect to a dock, question is, why do you want 40 pin to 3.5? the ipod has one already
Rooting your phone allows you to open up more settings and grants you access superuser powers. (like admin permission in vista). Android phones can be rooted, but its all different depending on the phone. I have a rooted G1 and i recommend it. With my rooted G1 I am able to turn my G1 into a WIFI hotspot for nothing extra from my carrier. If you have any questions on Rooting your phone, post here for help
here is my 4shared. I have a few paid and mostly free, but good apps. i will update it when i get a few more. but if you post paid apps here i will add them to my 4shared to all to use =]
http://www.4shared.com/dir/xu1529hD/sharing.html
I have heavily been involved with learning android. i currently have 2.1, 1.6, and 1.5 installed on my G1. I am huge into apps and have hooked up a few people. If anyone has any questions hit me up and I will do my best to help