Tracks imported from CDs prior to 11/08 not playing correctly

95% of the tracks I imported from CDs prior to November of 2008 will not play back correctly in I-tunes or on my Ipod. Tracks that have been imported since then are fine.
If I go directly to the MP3 file on my hard drive and play it through Windows Media Player it plays fine.
Import settings are MP3 High Quality 160 kbps.
If I delete the track in I-tunes and re-import it from the MP3 file on the hard drive it still doesn't play correctly or won't import it at all.
If I delete the track and corresponding file on the hard drive and then re-import the track through I-tunes it is OK.
Is there anyway to "repair" the old transfered files or am I looking at wasting 20 hours of my life deleting and re-importing all of these tracks?

See http://www.samsoft.org.uk/iTunes/grouping.asp
tt2

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