Answer 1

Google as a company is trying to get away from Java, they even stopped supporting Java applets on chrome, their browser so I wouldn't put in too much effort to do so, that said they are virtual machines hosted on the cloud that you could rent and use for your Java dev work and as long as you can install a JRE on your chromebook then essentially you can run any Java programs, that's the beauty of Java, it's platform independent but I'm sceptical whether Google supports it