I added NaOH to an aqueous solution that contains protonated diisopropylamine ion. So there was an acid base reaction happened that cause diisopropylamine (DIPA) to return to its basic form and then form its own organic layer. There was heat and gas released. The aqueous layer was cloudy which means there was still DIPA dissolved in it and then then turned clear. Now I am thinking it's just the concept of lowering temperature in general decrease solubility, so when cooled on ice solubility of DIPA in the aqueous solvents decreases. Am I right?