复旦大学本科生有机化学下期中考卷(答案)

A.30CH2PhNMe21.H2O22.∆CO2H1.Br2,PBr3(.)2.NH3()O1.Ph2CuLi2.H2O,H+OClNHONNHCH3(1)2CH3-I(2)Ag2O∆COCOH3COOCH3NaOCH3HOCH3HOCH2NH2NaNO2HClOO1.LiAlH42.H2O,H+OBr1.NaOHHOOHH+2.H+/H2O1.2.3.4.5.6.7.8.9.ONOCO2HNH2CO2NH4NH2orCH2PhCH2PhNMe2OCopeBrOOOOHOHOPhNCH3H3CCH3COHOH3COHOCH2N2O19NHCO2CH31.PhMgBr()2.H2O,H+OCO2EtCH2Ph1.NaOH/H2O2.H+,∆HHNOHH+COOCC2H5CH2CH2CH3CH3H2O18H+ONaBH410.11.12.13.14.15.OH3CCOOHONaOH/H2OH18OCC2H5CH2CH2CH3CH3COOH+OOCOONaOHOHHNHCOHPhPhOCH2PhHHHNO.10CO2CH3OHO2CCO2CH3OHHO2CH3CCH3CH3ClOH3CCH3CH3ONHCH3ONHCH3C2H5O2CCO2C2H5OC2H5C2H5C2H5O2CCO2C2H5OC2H5C2H5NCH3NH2H3CO1.2.3.4.5.NaBH4(C2H5)2CuLiLiAlH4Zn(Hg)/HCl2HCHO/H+29.5NHOOBr2NaOH,H2ONH2OONOOHOHNOOBrBrNOOBrOHNHOOBrONOOBrOHNCOOOOHHNCOOOOHNCOOOONHCOOOONHOO−CO2OHHNH2OOHBr−.20H3CCH3OO+NH2NH2H+NNHCH3H3C1.H3CCH3OOH+H3CCH3OOHNH2NH2H3CCH3OOHH2NH2N39H3CCH3OOH2H2NHNH3CCH3ONHNH2H3CCH3OHNH2NH3CCH3HONH2NH3CCH3H2ONHNHH3CCH3NHNOOCH3MgBrO2.OOOCH3BrMgOOCH3BrMgOOCH2HOOCH2OOHSOOHHB+OHHOH3CCH3OHOHH3CCOCH3H3COCH3H+HOH3CCH3OOCH3CH3+2HOCH3+3.H3CCOCH3H3COCH3HH3CCOCH3H3COCH3HHOCH3−H3CCH3COCH3HOH3CCH3OHOHHOH3CCH3OOHCH3CH3H3COHHOH3CCH3OHOCH3CH3H3COH−HOCH349HOH3CCH3OOHH3CCH3HOH3CCH3OHOCH3CH3−HHOH3CCH3OOCH3CH3O+H3CCCH3OHCNOHHOCN+H3CCH3O4.H3CCCH3OCNHOHH3CCCH3OCNH3CCH3O+CNOCNOCNOHHHOCN+OH−H2O.4201.CH3CH2CHOCH3CCH2OHCH2OHCH2OHCH3CH2CHOCH3CCH2OHCH2OHCH2OH2HCHOOHCH3CCH2OHCHOCH2OHHCHOOH2H3COCH3H3CH3CCOOHH3COCH3OHH3CH3CCOHCH3OI2∆H3CH3CCCH3O59X2/OHHH3CH3CCOOH3PhOOHPhNHPhPhOOHSOCl2PhOClNH3PhONH2LiAlH4PhNH2PhOClPhNHPhOEt3NLiAlH4PhNHPh4CHCHOH3CH3COOOHCHCHOH3CH3CHCHOOHCCHOH3CH3CCH2OHNaCNH2SO4CCHCNH3CH3CCH2OHOHHH2OCCHCOOHH3CH3CCH2OHOHHOOOH5CH3CH2CCH3BrCH3CH3CH2CCH3NH2CH3CH3CH2CCH3BrCH3CH3CH2CCH3MgBrCH31.CO2CH3CH2CCH3COOHCH3Mg2.H+SOCl269CH3CH2CCH3COClCH3NH3CH3CH2CCH3CCH3ONH2Br2NaOHCH3CH2CCH3NH2CH3.151OCH3+CH3CH2CH2CH2Br50%NaOHH2O/THFOCH3CH2CH2CH2CH3PhCH2N(CH2CH3)3Cl90%2NaOH(2.5eqv.)(Cannizzaro)PhCHONaHSO3PhCHOHSO3Na3Ba(OH)24--4--2-SoxhletH3CCCH3O2H3CH3CCH3OHOBa(OH)2Ba(OH)279Ba(OH)2Soxhlet4ROCl+R'HNR'Et3NROR'NR'+HClNaOHHCl89.10PrOOHC+SHSHNaOCH3HOCH3HOSSPrO1.PrOOHCSSHOCH3HSSHPrOCHCSSOHPrOHCSSOHCOSSPrOOSSPrOOCH3HHOSSPrOOOOOHO+CH3COO2.OOOOHOOOOHOOCH3OHO+OHCH3OOOHHOOHOHOOOOOOO99