Tossup

In the first stage of the Hock process, this molecule is alkylated with propylene to form cumene. This compound (10[1])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 (10[1])different (-5[2])derivative of this compound with two methyl substituents (10[1]-5[1])may be prefixed (-5[1])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 (10[2])of its six pi electrons. For 10 points, a circle inside a hexagon symbolizes what aromatic compound (10[1])with the formula C6H6? ■END■ (10[3]0[5])

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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