Round 12: Tossup 9

These compounds exhibit the captodative (“CAP-toe-DAY-tiv”) effect when they have both electron-withdrawing and electron-donating groups. TEMPO is a “persistent” one (10[1])of these compounds used as a probe in EPR spectroscopy, which can identify these compounds from their paramagnetism. These compounds are formed when UV light overcomes the bond-dissociation energy in homolytic cleavage. “Fish-hooks” (10[1])are used in arrow-pushing (10[2])mechanisms (10[2])involving these compounds. Reactive oxygen species (10[1])and these compounds can be “scavenged” by vitamin C and other antioxidants. For 10 points, name these highly reactive compounds with an unpaired valence (10[1])electron. (10[1])■END■ (10[2]0[2])

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