An information processing apparatus includes a communication unit that transmits/receives data to and from an external device; a detection unit that detects communication connection with the external device by the communication unit; an operation input unit that accepts an operation input; a command allocation unit that, when the detection unit detects communication connection with the external device, allocates a data transmission command with respect to a one-click operation to a symbol corresponding to a data storage place to be displayed on a display unit, which is accepted by the operation input unit; and a control unit that, when the operation input unit accepts the one-click operation to the symbol, in case the data transmission command is allocated with respect to the one-click operation, controls so that the communication unit transmits data stored in the data storage place corresponding to the symbol to the external device.