Round 10: 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 of these (10[1])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 (10[1])energy in homolytic (10[1])cleavage. “Fish-hooks” are used in arrow-pushing (10[1]-5[1])mechanisms involving these compounds. Reactive oxygen species and these compounds can be “scavenged” (-5[1])by vitamin C and other antioxidants. For 10 points, name these highly reactive compounds (10[1])with an unpaired (10[1])valence electron. (10[1])■END■ (10[1]0[1])

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