Dedicated to the memory of Detlef Schröder for his outstanding contributions to mass spectrometryKeywords: Acidity / Carboxylic acids / Mass spectrometry / Phenols / ProtomersTo address the title question, the relative intrinsic acidities of phenol and benzoic acid as well as the isomeric family of ortho-, meta-, and para-hydroxybenzoic acids were compared. Dissociation of the [PhCO 2 ···H···OPh] -proton-bound dimer showed slightly greater acidity for benzoic acid. Using traveling-wave ion mobility mass spectrometry (TWIM-MS) with CO 2 as the drift gas and post-TWIM collision-induced dissociation, the gaseous deprotonated molecules of the isomeric hydroxybenzoic acids were properly separated and characterized. For the para isomer, an intrinsic gas-phase acidity order inverse to that in solution was found, as before, that is, the phenol site of para-hydroxybenzoic acid was found to be considerably more acidic than its benzoic acid