西北农林科技大学全英有机化学课程试卷2014.doc

西北农林科技大学本科课程考试试题20132014学年第2学期有机化学（双语）课程A卷专业年级：生工基地、生物创新13级等4个班 命题教师：陶虎，汤江江 审题教师： 考试成绩： 考生姓名： 考生班级： 学 号： DIRECTIONS- Please answers all questions on the answer sheet provided as completely and clearly as possible. Show all your work for the writing portions of the exam.Part I - NOMENCLATURE (3 points each, 24 points in all) SCORE Give the correct IUPAC name (BOTH IN CHINESE AND ENGLISH) or molecular structure for each of the compounds BELOW. (Note the configuration if there any). 1.2.3.4.5.6.(2S,3R)-2,3,4-Trihydroxybutanal7.cis-1,2-Dibromocyclopentane8.Tetraethylammonium iodidePart II -MULTIPLE CHOICE (2 point each, 40 points in all) SCORE For each of the questions below, circle the letter corresponding to the most correct answer(s)（ ）9. Which of the following is aromatic? （ ）10. Which of the following is the strongest base? A. B. C. D. （ ）11. What is the IUPAC name for the following compound?A. diethylcyclohexane B. 1,3-diethylcyclohexaneC. cis-1,3-diethylcyclohexane D. trans-1,3-diethylcyclohexane（ ）12. Which is the highest priority group for the substituents shown below, according to the “E-Z” sequence rules:a. b. c. d. （ ）13. Rank the following groups in order of increasing activating power in electrophilic aromatic substitution reactions: I) -NHCH3 II) -COCH2CH3 III) -CH2CH3 IV) ClA) I IIIIV II; B) IVIIIIII; C) IIIIVIII;D) IIIIIIIV; E) none of these（ ）14. In the dehydrohalogenation shown below, which hydrogen atom (proton) is preferentially abstracted?（ ）15. Which of the following dienes cannot be used as the diene component in Diels Alder Reaction?（ ）16. Reaction of an unknown compound with acidic potassium permanganate yields a carboxylic acid and CO2; the unknown compound is:A. a tetra-substituted alkene; B. a disubstituted alkyne; C. a tri-substituted alkene; D. a terminal alkene with one alkyl substituent; E. a trans-disubstituted alkene（ ）17. Which of the following reagent(s) used for alkylation process of benzene?A. CH3Cl/AlCl3; B. CH3MgBr/ether/H2O; C. MnO4 /H2O/heat; D. NBS/CCl4（ ）18. What is the product C of the following reaction?（ ）19. What is the structure (Fischer projection) of the reactant that would yield the product shown?（ ）20. How many (max. no.) of possible stereoisomers (enantiomers + diasteromers) are there of the molecule shown below? a) 3 b) 4 c) 5 d) 6 e) 7 f) 8（ ）21. Which of the following molecules has the highest rate In SN2 reactions? （ ）22. Which of the following species is the most stable cation? a b. c. d. （ ）23. What is the product of the following reaction?a. CH3CH=O b. meso-2,3-butanediolc. racemic (2R,3R) and (2S,3S)-2,3-butanediol d. cis-2,3-epoxybutane（ ）24. What is the relationship between these two structures? The -sheet conformation of a protein can be considered an example of: a. Primary structure b. Secondary structure c. Tertiary structure d. Quaternary structure（ ）25. Which one of the following groups is not a strong nucleophile? What is the relationship between keto and enol tautomers(酮式和醇式互变异构)?a. resonance forms b. stereoisomersc. constitutional isomers d. different conformations of the same compound（ ）26. Which would be the major organic product of this reaction?（ ）27. Which of the compounds shown below will react with methyl formate (methyl methanoate) in the presence of methoxide anion(CH3O-) to give a compound, which on treatment with aqueous acid and gentle heating, will decarboxylate to form butanal? （ ）28. Which of the compounds shown below will react with methyl formate (methyl methanoate) in the presence of methoxide anion(CH3O-) to give a compound, which on treatment with aqueous acid and gentle heating, will decarboxylate to form butanal? Identify the starting reagents needed to make the following compound by a mixed aldol condensation.A. benzaldehyde (C6H5CH=O) and 3-pentanone；B. benzaldehyde (C6H5CH=O) and 2-pentanoneC. acetophenone (methyl phenyl ketone) and 2-butanoneD. acetophenone (methyl phenyl ketone) and butanalPart III- REACTIONS and SYNTHESIS (2 points for 29-35, 3 points for 36-39, 26 points) SCORE 29. 30. 31.32.33. 34.35.36. 37.38.39.Part IV MECHANISMS (5 points for each, 10 POINTS)40. Propose reasonable mechanisms and predict the major product(s) for the following reactions.41.