Ipod not updating some files

[Andy L]

Have been using my iPod since it came out (40g click wheel) with no problems. However, since recently importing old vinyl into my library (wav files) have had no luck in transferrring them to my ipod. The tracks appear on the iPod screen but when I select to play they skip through each track of the album without playing and I am returned to the menu. The tracks appear both in my library and show as being on my iPod when docked and will play from my PC perfectly. Cds I load transfer with no problem.
Any ideas gratefully received

[Andy L]

iPod doesnt seem to like wav files.... have converted vinyl to mp3 and all are loading onto my iPod