FINAL COPY -- PREPARED FRIDAY, JULY 13, 2012 COMMENTS ABOUT THE FIRST TEST FOR THE SUMMER 2012 SECOND SEMESTER THE TEST WILL COVER CHAPTER 11, 12 AND PARTS OF 13. As much as possible, study the questions at the ends of the chapters that were assigned to be discussed in our recitation session on Thursday, July 12th. 1. You should be able to define, write a short explanation (with examples where possible), or answer questions relating to each of the following: alcohol* ether* phenol epoxide* triflate sulfonate* oxidation reduction protecting group carbonyl group crown ether* organometallic compound Grignard reaction Diels Alder reaction resonance* conjugated alkene s-cis s-trans kinetic control thermodynamic control endo exo* * indicates maybe, words without an * are more important FROM CHAPTER 11: 2. Give the name of any alcohol or ether whose structure is given. Give the structure for any name given for alcohols or ethers. 3. Write reactions for three ways to synthesize an alcohol from an alkene and explain the advantages and disadvantages of each method. 4. Describe ways to synthesize ethers by dehydrations or the Williamson method. 5. Use the different kinds of alcohol and ether reactions-specifically acid base properties, conversion to halides, and oxidation methods. 6. (UNLIKELY) Describe the reactions of epoxides with acid or bases. FROM CHAPTER 12: 7. Define oxidation and reduction. Name oxidizing or reducing reagents. 8. Be able to write reactions to show how alcohols may be prepared by reduction of carbonyl compounds. 9. Know how to use the reducing agent sodium borohydride and lithium aluminum hydride. 10. Know how to use the oxidizing agent pyridinium chloro chromate and chromium (VI) cmpounds. 11. Be able to describe organometallic compounds. 12. Be able to describe the Grignard reaction and its many uses. 13. Be able to describe the Diels Alder reaction and its use. FROM CHAPTER 13: 14. Be able to write a mechanism for the 1,4-addition reaction and the Diels Alder reaction. FROM EARLIER WORK: 15. You may be asked to use all the 12 alkyl/aryl groups that were given (methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, vinyl, allyl, phenyl, benzyl). 16. You should be able to identify or give examples relating to primary, secondary or tertiary classification. Robert Shine July 13, 2012