(h)The unimolecular mechanisms SN1 and E1 involve the formation of carbocation intermediates.(i)Rearrangements are possible when carbocations are intermediates in a reaction. Thus reac-tions occurring by the SN1 and E1 mechanisms are most likely to have a rearranged carbonskeleton.(j)Iodide is a better leaving group than bromide, and alkyl iodides will react faster than alkylbromides by any of the four mechanisms SN1, SN2, E1, and E2.8.30(a)Cyclopentyl cyanide can be prepared from a cyclopentyl halide by a nucleophilic substitutionreaction. The frst task, therefore, is to convert cyclopentane to a cyclopentyl halide.An analogous sequence involving cyclopentyl bromide could be used.(b)Cyclopentene can serve as a precursor to a cyclopentyl halide.Once cyclopentyl bromide has been prepared, it is converted to cyclopentyl cyanide bynucleophilic substitution, as shown in part (a).(c)Reaction of cyclopentanol with hydrogen bromide gives cyclopentyl bromide. Then
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This note was uploaded on 09/26/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.