Journal of Fluorine Chemistry p. 83 - 92 (1994)
Update date:2022-08-03
Topics:
Connelly, Gregory D.
Tipping, Anthony E.
Reaction of the oxyl (CF3)2NO(.) (1) with t-butyl bromide (c. 2:1 molar ratio) at room temperature results in initial hydrogen abstraction to give the hydroxylamine (CF3)2NOH (3) and the radical (.)CH2CMe2Br (17) which (i) couples with oxyl 1 to afford the compound (CF3)2NOCH2CMe2Br (6) (33.5percent) and (ii) eliminates a bromine atom to give the alkene CH2=CMe2.Addition of oxyl 1 and bromine to the alkene affords the adducts (CF3)2NOCH2CMe2ON(CF3)2 (4) (10percent) and CH2BrCMe2Br (8) (26.5percent), respectively, while allylic hydrogen abstraction from the alkene leads to the compounds <(CF3)2NOCH2>2CMeON(CF3)2 (5) (10percent) and (CF3)2NOCH2CMe
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