SDN Members don't see this ad. (About Ads) Hey you guys, so this is a High Yield Kaplan OChem question on nucleophilicity trend. It says that a methoxide anion (CH3O-) is more basic than an acetate anion (CH3CO2-) which is more basic than methanol (CH3OH). These three are in a polar, protic solvent. So the answer says that more basic molecules are better H+ acceptors, so they will be surrounded by solvent molecules and therefore less available to attack the substrate --> less basic = better nucleophile. Yet it arranges CH3O- > CH3CO2- > CH3OH in order of nucleophilicity for both polar, protic solvent and polar, aprotic solvent (follow up example at the end). I'm soooo confused!