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Chem 140B Final Exam Coverage Winter 2010

There will be at least two mechanism questions

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Unformatted text preview: Just like Exam 2, expect to see a starting material, a series of reaction steps, and then an empty box in which you will have to put the major product expected from the sequence. You will have to show stereochemistry and regiochemistry IF appropriate. There will be one or two “ring of death” questions. There will be at least two mechanism questions. Multiple choice will make a return to the final, with the same parameters as you saw on exam 1. That is, some will have more than one answer, some will have a penalty if you choose the wrong answer, but you will NOT be penalized if you do not answer at all. BE SURE TO BRING A GOOD ERASER (one of the white ones is best) AND A #2 PENCIL as marks that are too light, or ‘bad erasures’ will either NOT be seen or scored as a wrong mark. VERY IMPORTANT: Your final exam is my property; you will NOT get it back. You MAY come and look it over anytime before Week 8 of the Spring quarter; after that, it will be shredded. If I do not have all your exam materials at the end of the final, you will fail the course. YOU MUST HAVE YOUR UCSD ID TO BE ADMITTED TO THE EXAM; IT WILL BE CHECKED WHEN YOU COME IN AND WHEN YOU TURN YOUR EXAM IN. NO ID = NO FINAL = YOU FAIL. To make your life easier, know the following abbreviations I may use (and that you may not have seen): OTs = tosyl Ph = phenyl Et2O = diethyl ether +/H O = H O+ = aqueous acid (typically dilute H SO ) TsCl = tosyl chloride H 2 3 2 4 w/u = work ­up* heat = typically reflux; usually means above 50°C NaOEt = sodium ethoxide EtOH = HOEt = ethanol HOAc = AcOH = acetic acid KOtBu = tBuOK = potassium tert ­butoxide tBuOH = tert ­butanol nBuLi = n ­butyl lithium You should also know the standard abbreviation used in class and in your book (THF, MCPBA, NBS, PCC, LDA, etc). *work ­up means that upon completion of the reaction enough acid, base, and/or water is added to neutralize any ionic species formed during the reaction and that this is done at room temperature or below (25 ºC). You are to assume that a work ­up step is done at the end of every reaction unless told otherwise. Note that when heat is added something else is also probably going on…...
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