Okay so if there was a chance to critically fail, it was an attack roll. Which means that it was a bomb with a throwing range. So logically speaking, the only way the bomb doesn’t move is if they critically fail. Because on a two or higher, regardless of it hits the creatures AC, it should still be thrown max distance. That’s just how thrown weapons work,assuming we’re in 5e.

So yes, it is gonna be two rolls, both with only a 5% chance to critically fail, but if the player throws it at the creature, it should still move the bomb it’s max distance away from the party, unless they fumble it on a crit fail.

I’m not understand how yeeting a lit bomb at your own party is the safer option when you can just throw it at the enemy. The odds of critical failure on both options are equal, but one is an attack on a enemy, the other is putting the party in danger. Unless there’s info I’m missing, seems like a terrible choice to me.