This paper examines the phenomenon of underapplication of palatalization rule observed in loanword adaptation in Akan, a Niger-Congo (Kwa) language. The phenomenon has been widely studied almost exclusively in the domain of reduplication where palatalization fails in some reduplicants in the context of back consonant + front vowel. Similar failure is observed when adapting some English words into Akan. For instance, a source word ‘crack’ is adapted as krak? but not *kra?? as would be expected in the native grammar. The sequence of k + ? would be expected to result in palatalization of the k into t?. This is accounted for within the Optimality Theory that while in reduplication palatalization fails due to a high-ranking of OCP(+cor) constraint, in loans adaptation it results from the adapters’ bid to attain phonetic match between source words and adapted forms, hence a relatively high ranking of IDENT-IO(cor) constraint over well-formedness constraints.