I'm not sure if 100.100.0.0 is the address of your development machine, seems like your network address (or an A class ip address).
Try running the sinatra application passing the -o option with the ip, like this:
ruby hi.rb -o <IP_ADDRESS>
You can get your ipadress using ipconfig in windows or ifconfig in linux/mac.
Other thing I can imagine is that your AndroidManifest.xml file does not have the INTERNET permission.
You can try to access the application from your local development machine.
Can you give me more info?