I'm trying to identify an unknown white crystal experimentally. It dissolves in NaOH (but not water or HCl), and bubbles are evolved when it's added to a solution of sodium bicarbonate so it's acidic. Its boiling point is between 105-130 degrees C. It decolourises bromine water, so it must be unsaturated. This suggests an alkene or alkyne, but I'm not familiar with acidic unsaturated compounds except fatty acids, and that isn't consistent with the boiling point.
Does anyone have a clue what this could be? Until it decolourised bromine I was convinced I had benzoic acid on my hands, but since aromatic groups don't undergo addition that doesn't make sense. It doesn't smell of anything, and when I added it to a flame it smelt a bit like burnt rubber.