Tossup

In the first stage of the Hock process, this molecule is alkylated with propylene to form cumene. This compound is the lightest in a mixture produced through the catalytic reforming of naphtha called BTX. A methylated derivative of this compound is nitrated three times to produce TNT. (-5[1])A different (-5[1])derivative (-5[1])of this compound with two methyl substituents may be (10[1])prefixed ortho-, meta-, or para- and is called xylene. Each carbon-carbon bond in this compound has a bond order of 1.5 due to the delocalization of its six pi electrons. For 10 points, a circle inside a hexagon symbolizes what aromatic compound with the formula C6H6? (10[1])■END■ (10[1])

ANSWER: benzene [prompt on C6H6 until read] (The second line refers to toluene.)
<Murray State A, Chemistry>
= Average correct buzz position

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Buzzes


Summary

TournamentEditionTUHConv. %Neg %Average Buzz
Northern CaliforniaUS4100%25%66.00
Southern CaliforniaUS786%29%50.83
Eastern Canada (1)US475%75%89.00
Eastern Canada (2)US978%44%60.14
FloridaUS4100%50%103.50
Great LakesUS10100%20%60.00
Lower Mid-AtlanticUS9100%44%76.22
Upper Mid-AtlanticUS989%22%82.63
MidwestUS989%44%69.63
NorthUS4100%25%79.75
NortheastUS12100%17%83.58
PacificUS8100%38%76.25
SoutheastUS1275%42%78.00
Upstate NYUS5100%40%86.00