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Organic Reactions & Mechanisms: Help & Review Chapter Exam

Exam Instructions:

Choose your answers to the questions and click 'Next' to see the next set of questions. You can skip questions if you would like and come back to them later with the yellow "Go To First Skipped Question" button. When you have completed the practice exam, a green submit button will appear. Click it to see your results. Good luck!

Page 1

Question 1 1. In the bromination of acetanilide, what role does iron (III) bromide (FeBr3) play in the overall reaction?

Question 2 2. A particular cycloaddition reaction protocol requires an organic compound called phenylazide as one of the reactants. What important feature characterizes an organic azide?

Question 3 3. What happens to the carbon-hydrogen bonds in the chromic acid test?

Question 4 4. In organic chemistry, a _____ _____ is something that masks or inhibits the chemical reactivity of a particular functional group in a molecule.

Question 5 5. What part of acetone has a slightly negative charge?

Page 2

Question 6 6. In the last mechanistic step of the reduction of fluorenone, what molecule provides a hydrogen atom to the alkoxide to form the alcohol product (fluorenol)?

Question 7 7. The reaction of acetic anhydride with ferrocene is an example of what type of reaction?

Question 8 8. In a certain solvolysis reaction the compound below was isolated as the sole product. What type of specific solvolysis reaction must have taken place?

Question 9 9. What type of organic functional group is produced after a dehydration reaction of an alcohol has occurred?

Question 10 10. When is the methyl red indicator added to the test tube in the methyl red test?

Page 3

Question 11 11. In the first mechanistic step of the hydrogenation of a ketone, a molecule of hydrogen _____ to the surface of the catalyst which activates it for addition to the ketone in the second step.

Question 12 12. Although all cycloaddition reactions produce a ring structure of some sort, what size ring does the Huisgen cycloaddition give?

Question 13 13. What is the first mechanistic step in the acid-promoted dehydration of cyclopentanol?

Question 14 14. What would be the product of this intramolecular Diels-Alder reaction?

Question 15 15. Pradeep is a farmer in India growing crops for the United States. Which of the following acetylcholinesterase inhibitors poses the greatest risk for Pradeep?

Page 4

Question 16 16. What product will form from the following reactants using the Diels-Alder reaction?

Question 17 17. What is the missing step in this birch reduction mechanism?

Question 18 18. Which of the following cycloaddition reactions produces a triazole as the sole product of the reaction?

Question 19 19. What compounds are the product of the reaction between acetylcholine and acetylcholinesterase?

Question 20 20. Which reagent below has the job of supplying a hydrogen atom in an alkoxymercuration-demercuration reaction to form an ether product?

Page 5

Question 21 21. What would be the stereochemistry of the products in the following reaction when it undergoes a retro-Diels-Alder reaction?

Question 22 22. What is an acetyl group?

Question 23 23. If you wanted to set up an air-promoted oxidation of fluorene and needed the resulting fluorenone product in a few minutes, would that be possible in terms of the time-frame the reaction needs to go to completion?

Question 24 24. What functional group do organic bases most commonly contain?

Question 25 25. What are the products of an acid-catalyzed ester hydrolysis?

Page 6

Question 26 26. A _____ is something that speeds up the rate of a chemical reaction, while itself not being chemically changed permanently.

Question 27 27. The Bucherer-Bergs reaction is a way to make hydantoins by reacting potassium cyanate and ammonium carbonate, but also requires either a _____ or a _____.

Question 28 28. What are the products of the acetylcholinesterase reaction?

Question 29 29. How does glucose form a cyclic ring from the straight chain?

Question 30 30. During the hydrogenation of an alkene, bonds are broken. Which bond/s are broken in the alkene molecule?

Organic Reactions & Mechanisms: Help & Review Chapter Exam Instructions

Choose your answers to the questions and click 'Next' to see the next set of questions. You can skip questions if you would like and come back to them later with the yellow "Go To First Skipped Question" button. When you have completed the practice exam, a green submit button will appear. Click it to see your results. Good luck!

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