1. The problem statement, all variables and given/known data [PLAIN]http://sphotos.ak.fbcdn.net/hphotos-ak-snc3/hs527.snc3/29952_406506367415_501337415_4229454_854152_n.jpg [Broken] 2. Relevant equations Alkyl halides can undergo substitution reactions (via SN1 or SN2 mechanisms) and/or elimination reactions (via E1 or E2 mechanisms). Illustrate your understanding of these pathways in the following by: i) indicating the reaction mechanism(s) favoured by the particular type of: leaving group, substrate, nucleophile/base and solvent employed, ii) predicting the major pathway(s) that will occur under these conditions, and iii) providing the structure(s) of the major product(s) of the reaction. 3. The attempt at a solution Leaving Group: TsO(-) is a good LG Substrate: Secondary, which is favoured by all Nucleophile/base:I(-) is a weak base, and not a great nucleophile, which promotes E1 Solvent: Polar aprotic, which promotes both SN2 and E2 I'm not sure if it's supposed to be SN2, E2 or E1! I know E2 is promoted with strong bases, but does it really need it? The other two questions in this section were E2 and E1, so maybe, to test broadness of capability, it whould be an SN@? But I don't see how the variables would support this, besides MAYBE the Nucleophile I(-) would support substitution rather than either E1 or E2?