Electronic – How to route signals across to a breakoff tab

That's the Cypress FX2LP USB microcontroller (I recognize it because I use it myself). If you're using the Hi-Speed USB transceiver, then you should really go with a 4-layer board. Without that ground plane right below the top layer, it will be near impossible to get the 90 ohm differential impedance that you want for the USB D+/D- lines.

http://www.cypress.com/?id=4&rID=34128 flat out states that 4 layers is required. It also states that controlled impedance is required, but in my experience you can usually get away without it, so long as you carefully research your fab's typical stack-up and work out the right width, space, and height.

http://www.cypress.com/?docID=25406 also provides more info on calculating the width, space, and height for the D+ and D- lines.

4-layers isn't that much more expensive; Advanced Circuits has a 66 each deal for 4 layer boards that I use quite often for projects that use that very chip, as opposed to the 33 each deal for 2 layers.

In regards to your actual question...use plenty of bypass caps, as close to the pins as possible. If you split the bottom layer to have VCC and GND, don't have a trace cross the split on the top layer. Keep all high-speed signals on the top layer because the via inductance can kill what fragile signal integrity a 2-layer board has.

Yes, this is possible.

It's commonly done to provide a temporary test fixture. In the attached example the traces are on internal layers connecting the temporary board connector used for testing. After testing the connector is removed and the traces are broken.