At 8 p.m., number 2 Massac County faces off with number 7 Calloway County.
The Tuesday night first round action kicks off at 6:30 p.m. with number 3 Paducah Tilghman tangling with number 6 Madison.
In the 8:30 p.m. nightcap, number 1 seed Charleston, Mo. takes on number 8 seed Vienna.
Second round action resumes Thursday evening and concludes Friday night.
Championship and consolation bracket play begins Saturday at 1 p.m. with another game to follow at 2:30 p.m.
Third place will be decided at 6:30 p.m. with the champion crowned following the 8 p.m. game.
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