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C. In Figure 3, compound A undergoes a nucleophilic substitution reaction give compound B (stereochemistry not defined). Ph Ph NaOCH + NaF Et F CH3

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C. In Figure 3, compound A undergoes a nucleophilic substitution reaction give compound B (stereochemistry not defined). Ph Ph NaOCH + NaF Et F CH3 Etoc, CH3 A B Figure 3 (i) Discuss a mechanism for the reaction shown in Figure 3. In your answer include an explanation for your choice of mechanism, as well as a prediction and an explanation of the stereochemical outcome of the reaction. (ii) Consider compound A in Figure 3. What effect would changing the fluorine to an iodine have on the rate of reaction? Explain your answer. 2. a. (i) Draw the (S)-enantiomer of compound C, Figure 4. CH3 CH3CH2-C OH OCH3 Figure 4 (ii) Give three examples of a carbonyl compound and a Grignard reagent combination that could be used to prepare compound C, Figure 4. (111) Discuss a mechanism for the formation of compound C, Figure 4, using one of the sets of reagents identified in (ii) above

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