最新-武汉工程大学-有机-真题

12009-2010学年第2学期考试试题（A）卷课程名称：Organicchemistry任课教师：Yinchuanqi出题教师：LiJunbo审题教师：ChenYunfeng考试方式：closebook考试时间：120mins适用专业：Chemicalengineering09（48credithours）题号一二三四五六总分得分评卷人（答案统一按题目次序做在答题纸上，试卷上答题无效）1.GivetheIUPACnamesordrawstructures（2’×10=20’）COOHCH3O(1)(2)(3)(4)(5)CONHCH3OHCH3(CH3CH2)2NCH2C6H5CHCH3CO2EtCO2Et(6)NCl(7)THF(8)3-Methyl-5-oxo-2-hexanone(9)1-Methyl-cis-1,2-cyclohexanediol(10)4-Methylpentanoicacid2.Predictthemajorproduct(s)(A-M)ofthefollowingreactions（2’×13=26’）。CH3CHCH3CCH3(1)(2)(3)(4)+CH2CHCNO(A)(B)(C)OHPCCdiluteNaOH+CH3COClAlCl3NH2OH(D)O3Zn/OH-(1)(2)diluteNaOH(E)(F)O(G)COHO(H)CClONH2Br2NaOH(J)(5)(6)NHCH3I(excess)Ag2O(wet)(M)LiAlH4(L)(I)(K)3.Answerthefollowingquestiions(20’)(1)Whyis40%NaOHaqueoussolutionneededinthedisproportionationofbenzaldehyde?Predicttheproductsofthereactionofbenzaldehydewithformaldehydein40%NaOHaqueoussolutionandgivethereasonableexplanation(10’)(2)Amongacidhalides,esters,acidanhydridesandamides,Whichkindofcompoundsismostreactiveinnucleophilicsubstitutionreaction?Why?2(5’)(3)Proposethegeneralbase-catalyzedmechanismfortheAldolcondensation(5’)4.Distinguishthefollowingcompoundsineachgroupbychemicalmethods(5’×2=10’)(1)1-Propanol,propanal,andpropanone;(2)CH3CH2NH2,(CH3CH2)NH,(CH3CH2)3NandCH3COOH.5.Preparethefollowingcompoundsfromgivenstartingmaterialsandotherinorganicreagentsneeded(5’×4=20’)(1)CH2CH2CH2=CHCH2CH3(2)NO2Br(3)CH3CH2CH2Cl(CH3)2CHCOOH(4)OH6.CompoundA,C8H10,absorbs3equivalentsofH2oncatalyticreductionoverapalladiumcatalysttoproduceB,C8H16.OnreactionwithKMnO4,compoundAgives,amongotherthings,aketone(酮)thatwasidentifiedascyclopentanone(环戊酮).OntreatmentwithNaNH2inNH3,followedbyreactionwithmethylbromide,compoundAgivesC,C9H12.ProposedthestructuresforcompoundsA,B,andC(10’)