Round 11: 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” (10[1])one 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 (10[1])bond-dissociation energy in homolytic cleavage. (10[1]-5[1])“Fish-hooks” are used in arrow-pushing (10[1])mechanisms involving these compounds. Reactive oxygen species and these compounds can be “scavenged” by vitamin C and other (10[1])antioxidants. (10[1])For 10 points, name these highly reactive compounds with an unpaired valence electron. ■END■ (10[3]0[2])

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