An information processing apparatus includes a data processing unit which executes a copy process for recording data recorded on a first medium onto a second medium, and the data processing unit executes a questionable data discrimination process for discriminating questionable data which is highly likely to be not normally reproduced in a reproduction process in which a reproduction program different from a dedicated reproduction program to the data recorded on the first medium is applied, and executes at least any of processes, which include a questionable data deletion process for deleting the questionable data from a copy target or a warning notification process for notifying a user of a possibility that copied data will not be normally reproduced, according to the discrimination result in the questionable data discrimination process.