For number 1, I recommend you read this blog post: http://unqualified-reservations.blogspot.com/2009/07/wolfram... - especially if you're considering using the type of interface that Siri has.
"The task of "guess the application I want to use" is actually not even in the domain of artificial intelligence. AI is normally defined by the human standard. To work properly as a control interface, Wolfram's guessing algorithm actually requires divine intelligence. It is not sufficient for it to just think. It must actually read the user's mind. God can do this, but software can't."