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Representative Free-Response Questions 1. Know how to write the mechanism for the conversion of 1-butanol to 1-bromobutane. 2. Know how to write the mechanism for an acid-catalyzed dehydration (E1 reaction). You will be expected to be able to predict major & minor products, as well as show how each is formed through a mechanism. Be able to predict the products for SN-1, SN-2, & El reactions. 3. 4. What do you mean by "protic" and aprotic" solvents? Give two examples in each case. 5. Iodide is a good nucleophile in water but a poor nucleophile in acetone-Justify. 6. 7. What do you mean by "transition state" and "rate-determining step" in a substitution reaction? Briefly explain what the Saytzeff's rule is. Outline a mechanism for the following compound using a strong acid. OH
9. What is a carbocation? How many different types of carbocations are possible? How can the stability of the carbocation affect the rate of an SN-1 reaction? 10. Outline a mechanism for the dehydration of 1-methyl-1-cyclohexanol. Would you predict this reaction to be faster or slower than the reaction you performed? 11. Outline a mechanism for the dehydration of cyclohexanol To 12. Outline a mechanism for the dehydration of 2-Butanol. 13. Write the chemical structures for Ferrocene and Acetylferrocene. 14. Be able to perform a % yield calculation.