高等有机试题

高等有机2009~2010第一学期期末试题一．写出下列反应的反应物或生成物（每小题1分，共20分）1.2.CF2CLCFCLBr(MeN)3P3.4.+CF3OFCFCL35.6.OONBS/CCL47.+C-CH3PhPhPhPhCH3CH3PhClClH8.OO+CH3OHAmberlyst-15r.t26.h9.SMgBrOOOCH3CH3CH3+SOCH3CH3CH3TsOHOBrCH3CH3DBUC6H6,r.t.(?)OHCH3CO2HCH3POCl3pyridine10.11.12.13.14.COClNH+NOLiAlH415.16.SS(?)CO2HCO2HH3PO42.H2/Ni1.NaOCl(CH3CO)2O17.（？）O+SO2-H2N+NH2NaOH/EtOH90C++（？）（？）OH（？）t-BuOOH,AcOHCuClOHDMSO,TFAEt3N,-60C（?)（?)OCH3OCH3OHOCH3CH3Na2S+ClNH218.Br19.CH3CH3O+H2NNHTS20.CH3H5C6NNNNClC6H5K2CO3,丙酮H5C6NNHNH2C6H5C6H6H2,Pd/C二．写出下列反应的反应条件（每小题1分，共20分）1.n_C8H17Br(?)(?)n_C8H182.ODME(?)3.OH+（？）OHCH2I24.BrMg(C4H9)2O83%83%(?)5.OHCH3CO2HCH3OHCH3CO2HCH3（？）6.RROPOOEtOEt7.OTME(?)8.OCH3CH3(?)OCH3Br9.O（？）ClCl10.CO2H（？）Br11.CHOCO2Na(?)12.CH3CH3CH3MgBr+OCH3CH3CH3OH0-5CCH3CH3CH3OH(?)13.ClNO2130COHNO2NO2(?)14.OHOOOOCH3CH3CH3CH3CH3CHOOOOOCH3CH3CH3CH3CH3-60C(?)15.OHCH3300-325COCH3（?)16.17.OHt-Bu+HCO2HOOCHt-Bu(?)18.CH3NH2CH3CN1.NaNO2/HCL2.(?)NH2NHCNNaOCLEtOH(?)19.1)CO3B3COH(?)20.CO2HNO2+NNONNNO2NONCHONO2(?)三．简要回答下列问题（每小题4分，共20分）1.下列化合物有何特点，举例说明他们的用途？二环己基碳二亚胺（DCC）2.有哪些方法可以合成氯苄？3.举例说明保护和脱保护在有机合成中的意义。例如氨基的保护。4.写出常用的几种相转移催化剂。四．设计下列化合物的合成。1.2.3.NH2OH4.CH3CH3O5.SCHOSCO2HHO2C6.CH2C(CH2)5CH3ICH3(CH2)5CHO7.S+(CH2)nCOCOOCH3(CH2)3(CH2)n+1COOH8.OHBrCH3CH3OHC8H17CH3CH3OC8H17(H2C)4COOHCOOC2H5CHBrCOOC2H5(CH2)3COOC2H59.PhBr+HnBn2PhNH2.HCI10H3COH3COOH+SClN(CH3)2H3COH3COSH五。写出下列反应的可能机理。1.CH3OCH3HH2.ClOOHO3.CH3CH3OCH3NHCH3CH3RO4.R_CNRCHO5.写出DMF催化肉桂酸和硫酸二乙酯反应的原理？