Preheat the oven to 350F. Grease a 9" cast iron skillet or medium-sized casserole dish. You want something with a bit of a lip since this will rise a little.
In a medium bowl, combine the flour, baking powder, 3TB cocoa powder, 3/4 cup granulated sugar, milk, butter, extracts and chocolate chips/chunks. Mix well with a spatula or wooden spoon until just combined, careful not to overmix. Spread evenly in the greased baking dish.
In a separate smaller bowl, add the remaining 1/2 cup granulated sugar, brown sugar and remaining 4 TB cocoa powder. Mix and sprinkle over the batter.
Gently pour the hot water over the entire cobbler. Bake about 40 -45 minutes until a cake tester comes out clean.
Let sit five minutes before serving with whipped cream or ice cream.