For each alkane,
1. Draw all the possible monochlorinated derivatives.
2. Determine whether free-radical chlorination would be a good way to make any of these monochlorinated derivatives. (Will the reaction give mostly one major product?)
3. Which monobrominated derivatives could you form in good yield by free-radical bromination?
(a) cyclopentane
(b) methylcyclopentane
(c) 2-methylpentane
(d) 2,2,3,3-tetramethylbutane
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