One of the largest skulled bears ever killed was killed with a .22 long. A 9MM, even a .380 through the skull with any reasonable bullet will kill one. Body shots are a lot more iffy even with the best of 9MM ammo.Angry grizzly, is a g***k going to do anything more than **** him off more?
Despite assumptions to the contrary, bear are not all that tough as far as dangerous game is concerned. The speed with which a handgun can be deployed is more important than raw power.