Chemistry 122 Example Exam 2 PDF

Chemistry 122 Example Exam 2 (Units 3 & 4 with IR) The following is an actual Exam 2 given during a previous quarter of this class. Your exam will be similar, although not identical. Be sure to consult the Unit Study Guides to review all possible exam information. Front page will include:...

Chemistry 122 Example Exam 2 (Units 3 & 4 with IR) The following is an actual Exam 2 given during a previous quarter of this class. Your exam will be similar, although not identical. Be sure to consult the Unit Study Guides to review all possible exam information. Front page will include: Questions 1 – 6: Name the following molecules using IUPAC or common nomenclature. Write the name below each molecule; 4 pts each 1. 2. 3. O 4. 5. 6. OH Questions 7 – 9: A list of compounds and three descriptions are given below. For each description, choose one compound from the following list (A – E) that best fits the description given, and write the appropriate letter (A, B, etc.) in the box provided. You may use each letter more than once or not at all. A. Thiols B. Perfluorocarbons C. CFCs D. Dioxins E. Ethers Answer 7. (2 pts) This type of compound usually has a strong “stinky” smell, such as skunky spray or rotting eggs. 8. (2 pts) This type of compound was widely used as aerosol propellants before being identified as a major source of ozone depletion. 9. (2 pts) This type of compound was used during the first successful demonstration of an inhaled anesthetic during surgery. Questions 10 & 11: Draw the following compounds. Include relevant geometric details for #11. 10. (4 pts) benzaldehyde 11. (4 pts) trans-2-chlorocyclohexanol 12. (3 pts) Would you predict the molecule shown to the right to be OH more soluble in water or in methylene chloride (CH2Cl2)? 13. (3 pts) Three compounds are shown below. Based on what you know about acidity, circle the compound that you would expect to have the highest value (biggest number) for its pKa. 14. (5 pts) You discover an unmarked vial of clear, slightly yellowish liquid in your lab supplies. To help you identify what the vial may contain you run an IR and perform a Tollens’ Reagent test. The results of each test are shown below. Based on these results, circle which of the four compounds (A, B, C or D) is the most likely identity for the substance (2 pts) and then briefly justify why (3 pts) in the space below. Test Results Possible Compounds Tollens’ Test: No change is observed when the liquid is mixed with Tollens’ reagent. IR Spectrum: A: B: C: D: Brief Justification: 15. (3 pts) Which of the following structures most accurately represents the structure of a CFC compound? Circle one. F F F F Cl C F F F F Cl F F 16. (4 pts) In the box below, draw the structure of an alcohol that will produce the alkene shown as either the only or major product of this reaction. 17. (2 pts) In humans, ketone bodies are formed when what macronutrient is digested? Choose one: a. Sugar / Carbohydrates b. Fats / Fatty Acids c. Proteins d. Alcohol e. Blood 18. (2 pts) In keto-enol tautomerism, a ketone functional group rearranges to become what functional group(s)? 19.(3 pts) A monosaccharide hemiacetal is shown below. With one circle, show the bonds and atoms that comprise (make up) the hemiacetal structure. 20. (2 pts) In your own words, what could cause a patient to exhibit a breath odor that smells like fruit? Assume the patient has NOT eaten fruit. There are lots of correct ways to answer this.  Fill-in-the-Box Reactions (Questions 20 – 28) For each of the following chemical reactions, write the missing compound in the box provided. There are nine boxes. If a product is needed and more than one could result, write only the structure of the major product. If no reaction will occur, write “NR” in the box. Each box is worth 4 points. OH -H2O H2SO4 O PCC C CH3CH2 OH O CrO3 LiAlH4 H2SO4 End of Exam