Final6B(Winter07)

Final6B(Winter07) - Name TA Final Exam 6B(Winter 07...

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Name: TA: Final Exam 6B (Winter 07) Experiment 1 OH O O O EtOH Cl O 1. Which of the following fragments is responsible for the base peak observed at m/z = 88 for ethyl laurate?B a. O OMe b. OEt O c. O OH d. O H O e. O OH 2. Catalytic acid was required to allow ethanol to react with lauric acid in experiment 1. Which of the following reagents was the source of anhydrous HCl?C a. OH O b. NaCl c. O Cl
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d. NaHCO 3 e. H 2 O *3. During the workup in experiment 1, an aqueous sodium bicarbonate wash of the organic layer was performed. Which of the following products did the NaHCO 3 neutralize? a. OH O , HCl b. H 2 O, HCl c. O Cl , HCl d. O Cl , H 2 O e. OH , HCl 4. Suppose upon taking an IR of the product (ethyl laurate), an intense stretch at 1805 cm -1 was visible. Which of the following compounds likely contaminated the product?D a. OH O b. OH c. OEt O d. O Cl e. OMe O 5. Which of the following stretching frequencies best corresonds to the carbonyl stretch of an aliphatic ester?D a. 1705 cm -1 b. 1715 cm -1 c. 1725 cm -1 d. 1735 cm -1 e. 1750 cm -1 6. Which of the following stretching frequencies best corresonds to the carbonyl stretch of a carboxylic acid?A a. 1705 cm -1 b. 1715 cm -1 c. 1725 cm -1 d. 1735 cm -1 e. 1750 cm -1 Experiment 2 OH O NaOCl AcOH, H 2 O + NaCl *7. Which of the following provides the best explanation as to why it was impractical to distill cyclohexanone at the end of experiment 2? a. The volume of liquid to be distilled was too great b. Water contamination would impede the distillation c. The water/acetic acid azeotrope would impede the distillation d. Column hold-up would have been too great e. All of the above 8. Calculate the volume of cyclohexanone (MW=98.14, d = 947 mg/mL) that could have theoretically been produced if 100.0 mg of cyclohexanol (MW=100.15) was used as starting material.
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a. 91 μ L b. 94 μ L c. 98 μ L d. 100 μ L e. 103 μ L 9. Which of the following best explains why cyclohexanone does not undergo a McLafferty Rearrangement.B? a. The above statement is false. b. It is cyclic and cannot align in the required 6-membered transition state c. It is a ketone, which is a functional group that does not undergo McLafferty Rearrangements d. Cyclohexanone does not have the required gamma hydrogens e. Cyclohexanone is much too stable to fragment. 10. In experiment 2, NaHCO 3 neutralized ____________, while sodium bisulfite neutralized ____________?E? a. NaOCl, H 2 O b. Acetic Acid, NaCl c. Cyclohexanol, NaOCl d. Acetic Acid, HOCl e. HOCl, NaOCl 11. Which of the following stretching frequencies is indicative of an aliphatic ketone?B a. 1705 cm -1 b. 1715 cm -1 c. 1725 cm -1 d. 1735 cm -1 e. 1750 cm -1 Experiment 3 H O P O OEt OEt + + NaOH, Aliquat 336 H 2 O/Hexane 12. During experiment 3, it helps to stir the biphasic reaction vigorously. What advantage does stirring vigorously provide?A?
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This note was uploaded on 10/19/2008 for the course CHEM 6b taught by Professor Pettus during the Winter '07 term at UCSB.

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Final6B(Winter07) - Name TA Final Exam 6B(Winter 07...

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