Iodo-2,2-dimethylpentane

For example (Scheme 7.48), it might be supposed that in an ionizing solvent, 3-iodo-2,2-dimethylpentane, following an SnI pathway, undergoes solvolysis with loss of iodide anion and formation of secondary carbocation. Then, in a subsequent step, a 1,2-methyl shift (a Wagner-Meerwein rearrangement) from the initially... 

Problem 7.14. As shown in Scheme 7.48, there are two paths that can account for rearranged product in the solvolysis of 3-iodo-2,2-dimethylpentane. In the first, the iodide leaves and then the methyl moves. In the second, the movement of the methide is simultaneous with the iodide leaving. Assume, in each case, the step described (involving the breaking of the carbon-iodine bond) is rate determining. Assume further that (a) radiolabeled iodide and carbon were available and (b) 3-iodo-2,2-dimethypentane could be resolved into its respective enantiomers and... 

TABLE 20. The probability (in %) to lose a given label to the neutral C3H6forC7Hi5 originating from l-iodo-4,4-dimethylpentane ... 

Show all positively polarized hydrogen atoms, relative to the iodine atom, in 3-iodo-2,3-dimethylpentane. 

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