How do I add and delete music to my ipad via itunes?

Some songs in my library is not highlighted and when I move them to the ipad it won't transfer. Deleting  songs is one big issue too. Mark a song and press del or backspace doesn't work either. If someone could tell me how to add movies to itunes from my HDD.  Uses 10.5.1.42 version of itunes on a win 7 laptop.
Would appreciate any help:)

I just add movies to the playlist I sync with my ipad thats how I handle both music and movies

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