I. PRELAB EXERCISE Predict the products of the following reactions, and indicate which is likely to be the major product

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I. PRELAB EXERCISE Predict the products of the following reactions, and indicate which is likely to be the major product. Be sure to draw all the products. (Use a drawing tool, or insert a picture of hand-drawn structures) (a) I (b) | 11. PART 1-Gas Chromatogram of the resulting products of the reaction involving NaOCH,/CH,OH and 2-bromoheptane Table 1: GC Data obtained from the reaction involving NaOCH,/CH,OH and 2-bromoheptane Component Retention Time Area of Peak 1 2 DATA 3 4 1.340 1.426 1.480 2.716 62.6 188.8 55.5 190 Percent Area (calculate) 0.13 0.38 0.11 0.38

PART 2- Gas Chromatogram of the product of the reaction involving KOt-Bu/tBuOH and 2-bromoheptane Table 2: GC Data obtained from the reaction involving KOt-Bu/tBuOH and 2-bromoheptane Component 1 2 3 Retention Time 1.336 1.423 1.476 Area of Peak 856.7 284.7 DIE F + 181.2 Percent Area (calculate) 0.65 0.22 0.14

III. QUESTIONS 1. Use the GC data from Part 1 and 2 above to calculate (show work) the percent area obtained for each component. Also, write your answers in the space provided in the table. (Hint divide the area of each component by the total area and multiply by 100%) Part 1: Part 2: 2. The retention time of a component in the Gas Chromatography data is how long it took for the sample to reach the detector, and in this lab, it is related to the boiling point of the products. Based on the data and the boiling points of the possible products, assign the names of each component. Component 1: I Component 2: Component 3: Component 4: 3. Compare the results of the two E2 reactions ran in this experiment and discuss how the two bases affect the product composition (Hint: Think about the Zaitsev and the Hoffman rules).

4. Explain why component 4 was formed in the NaOCH, reaction, but did not form in the Potassium tert-butoxide, KOt-Bu reaction. 5. What factor predominates in each reaction - size of the base or the stability of the alkenes formed? Explain. I 6. Write a rate law equation for the reaction involving potassium tert-butoxide and 2-bromoheptane.