There are some audio format can't be recognized by iTunes, like FLAC, WAV, OGG, AIFF, etc. If your music happens to be that format and you wanna put them on iTunes or iPod. You need to convert them to mp3 or aac format in advanced. And here is a list of 5 audio converter for Mac, both are free and safe, works pretty well on all Mac OS X, even the latest Mavericks.
Options: • Sync to the Apple Address Book and use it’s “look for duplicates” under Card in the Menu bar. Try one of these third party applications. The fixes will sync back to Outlook. How to remove duplicate contacts on iphone.
MusicConverterforMac is, not surprisingly, a utility to convert music files from one format to another. With integration into iTunes, Music Converter for Mac also lets you edit album, track, and artist information on any track recognized by iTunes. Music Converter for Mac inst.
Adapter Adapter is a free image, audio and video converter for Mac. Its FFmpeg-powered engine allows you to convert many different file types to another. Video to video, video to audio, audio to audio and image to image are all supported. Combine an FFmpeg powered back-end with VLC rendered previews, then add in file size estimation, a gorgeous user interface and make it entirely free.
That is Adapter - the ultimate converter app for Mac and PC.