平时作业答案

1、作业 12)HH3CHC2H5Br2（产物用Newman投影式表示）BrH3CHBrC2H5HHH3CBrHC2H5Br+BrH3CHHC2H5BrBrBrababH3CHHC2H5BrBrH3CHHC2H5BrBr1)HH3CCH3HBr2CH3CH3HBrBrH（产物用Fischer投影式表示）+CH3CH3BrHHBrBrH3CC2H5HHBrBrBrababH3CC2H5HHBrBrH3CC2H5HHBrBrHH3CC2H5HBr2（产物用Newman投影式表示）BrC2H5HBrHH3CBrHCH3BrC2H5H+3) 找出至少找出至少3种卤取代药物种卤取代药物作业 2C2H5HOC

2、H3浓HBr加热1）浓HBr2）CH3CH3HOHHBrBrI设计从苯到1-溴-4-碘苯的合成路线。提示：反应需要多步完成，如硝化、还原、卤化或重氮化等反应C2H5BrCH31）+C2H5BrCH32）CH3CH3HBrHBrCH3CH3BrHHBr+NO2NH2NHCOCH3HNO3H2SO4(CH3CO)2OFe + HClHNO3H2SO4NHCOCH3NO2Fe, HClNHCOCH3NH2NaNO2, 浓HClNHCOCH3N2 ClCuBrNHCOCH3BrH2O/OHNH2BrNaNO2, 浓HClN2 ClBrKIIBrHNO3H2SO4NO2Fe, HClNH2NaNO2,

3、浓HClBrN2 ClNBS, DMFNH2BrKIIBr作业作业32)OH+ClNO2KOH/DMSO90BrBrBrNH33)1)OSnCl4CH2Cl2, 回流ClNO2+NH2THF50, 20h4)COOC2H5COOC2H5COOHCOCl答案1)OSnCl4CH2Cl2, 回流OH2)OH+ClNO2KOH/DMSO90ONO2BrBrBrNH33)N+H2NH2NNH2ClNO2+NH2THF50, 20h4)O2NHNCH2(COOEt)2 + BrCH2CH2CH2Br2 NaOC2H5C(COOEt)2(1) H2O/H+(2) -CO2COOHn路线路线1n路线路线2+

4、AlCl3COClCOClCOCl+ CH2O + HClZnCl260ClKMnO4COOHSOCl2COCl+OAlCl3r.tOH+AlCl3r.tH2C CH2+CH3ClAlCl3r.tn路线路线4n路线路线3+AlCl3SOCl2ClOONa2Cr2O7/H2OCOOHCOCl+AlCl3/CuClSOCl2KMnO4/CH3COOH/H2OCOOHCOClCO+ HClCHOr.tDMF/POCl3作业作业41. 以丙胺、以丙胺、C5或或C6以下为原料，经以下为原料，经Dieckmann缩合缩合反应制备反应制备N-丙基丙基-1-哌啶酮。哌啶酮。NH2NO2. 以苯酚、以苯酚、C4

5、及以下为原料，合成如下化合物及以下为原料，合成如下化合物HOOH3CO3. 以苯为原料合成如下化合物以苯为原料合成如下化合物ClCH2Cl4. 以甲苯、丙二酸二乙酯等为原料合成如下化合物以甲苯、丙二酸二乙酯等为原料合成如下化合物(提示：需要经过提示：需要经过2次活性亚甲基的次活性亚甲基的C-酰化酰化)CH3H3COCH2CH3答案答案1.NH2+COOCH3NCOOCH3COOCH3CH3ONa/甲苯NCOOCH3OHCl, 加热NO1,4-二氧六环HO(CH3)2SO4H3CO2.OOO, AlCl3H3COCOOHOZn-Hg/HClH3COCOOHSOCl2H3COCOClAlCl3H3

6、COO3.CO+HCl+AlCl3/CuClCHOCl2/FeCHOClLiAlH4CH2OHClSOCl2CH2ClClorZn-Hg/HClClCH3Cl2hvCH2ClClGattermann-Koch 反应 H3C+CH2OHClZnCl2H3CCH2ClCOOC2H5COOC2H5H3CCH2ClC2H5ONaH3CCH2CH(COOC2H5)2C2H5BrC2H5ONaH3CCH2C(COOC2H5)2C2H51) H2O/H2) , -CO2H3CCH2CHCOOHC2H5SOCl2H3CCH2CHCOClC2H5AlCl3OC2H5H3C作业5及答案一、完成以下反应方程式一、完

7、成以下反应方程式1.EtOAc+OEt2O BF3,PhCH3-10EtOAcCHO+EtOAcOHC主要少量主要少量2.OSiMe3+O4+2CHOOSiMe3OSiMe3+CHO3.NHCO2Et+O1104+2CHONHCO2EtCHONHCO2Et+主要少量4.H3COOMe2NH HClHCHO/Na2CO3H3COONMe2MeI/NaHCO3Et2OH3COO5.CHOH3COH3CO+PPh3H3COH3CO6.OCHO+ONaOHH2OOO作业6及答案一、解释以下一、解释以下Wagner-Meerwein重排重排反应的机理反应的机理CPhCHCH3CH3CH3OTsPhHCH3CCPhCH3CH3*CPhCHCH2CH3CH3*HCPhCCH3CH3CH3*CH3CCPhCH3CH3*+PhCCHCH3CH3CH3OTs- OTsPhCHCCH3CH3CH3CCHCH3CH3CH3Ph- HCCCH3H3CCH3PhPhCCHCH3CH3CH3- HPhCCCH3CH3CH3- HPhCCHCH3CH3CH2H作业7及答案一、解释反应的机理一、解释反应的机理Br(CH2)9C CHN2ONH3.H2O/AgNO3Br(CH2)9CH2CONH2N2OCH3OHHH3COOCh1）该反应