按指定原料合成下列化合物（无机试剂、苯及两个碳以下（含两个碳）的有机物任选） CH3CHCHCHOCH3CHCHCHOOHOHCH3CH CH2CH3CHCOOHCH2COOHCCH3CH2CH3OHO CH2CH3CH3BrBrBrOHCOOCH2CH2CH3COOHNO2COOHBrNO2CH=CHCOOHCHOCH3CH=CH 2CH3CHCH3CHCH3HOH2NCH2CH2CH2CH2NH2 CH2CH2CH2CH3H2NCH2CH2CH2CH2NH2CH2CH2CH2CH3CH3CH2CH=CH 2CH3CH=CHCH 3CH2=CHCH=CH2CH2OHCH2OHNNNH2CH3ClOCH2COOHCH2=CHCH=CH2CHPhOHCH2=CHCH=CH2CHPhOHOOH3CHCOCHCH3OPhCH2CH2COOHN=NNH2CH2=CHCH=CH2H2NH2NCOOC2H5 CH3CHCH21.CH3CHCOOHCH2COOHBr2CH3CHCH2BrBra) NaCNb)H3+O CH3CHCHCHO2.CH3CHCHCHOOHOHHCl/HOCH2CH2OHCH3CHCHCHOOa)KMnO4/OH-b) H3+O 3.CCH3CH2CH3OHCH3COCl/AlCl3COCH3a) CH3CH2MgBr/无水Et2Ob) H3+O CH3CH2CCC PhOHCH3CHCHCH3CH3CH3(CH2)6CH34.O CH2CH3a) 混酸b)Fe/HClc)NaNO2/HCld)H2O/OH-OHCH3CH2Br/NaOH 5.CH3BrBrBra) KMnO4b)NH3c)Fe/HClNH2a)Br2/H2Ob)NaNO2/HClc)HPO2 6.OHCOOCH2CH2CH3H3+OH3+O/a)KMnO4b)HCNc)COOHH2SO4/CH3CH2CH2OHLiAlH4CH3CH2COOHCH3CH2Bra)NaCNb) 7.COOHNO2a)CH3I/AlCl3b)KMnO4混酸 8.COOHBrNO 2a)CH 3I/AlCl 3混酸b)Fe/Br2c) KMnO4COOHBr 9.CH=CHCOOHCHOCH3CHO/稀NaOHCH=CHCHOTollen试剂 10.CH3CH=CH2CH3CHCH3CHCH3H3+OHOa)HBrb)Mg/无水Et2OCH3CHCH3MgBra)CH3CHOb) 11.H2NCH2CH2CH2CH2NH2a) KMnO4b)NH3/NH2CO(CH2)4CONH2Br2/NaOH 12.CH2CH2CH2CH3CH3CH2CH2COCl/AlCl3CCH2CH2CH3OZn-Hg/HClCH3CHO稀NaOHCH3CH=CHCHOH2/NiCH3CH2CH2CH2OHa)KMnO4b)SOCl2CH3CH2CH2COCl 13.CH3CH2CH=CH2CH3CH=CHCH3HBrCH3CH2CHCH3BrKOH/CH3CH2OH/ 14.CH2=CHCH=CH2CH2OHCH2OHBr2BrCH2CH=CHCH2BrNaOH/H2OHOCH2CH=CHCH2OHCu /OHCCH=CHCHOa) CH2=CHCH=CH2b)LiAlH4 N15.NN=NCH3a)KMnO4NNH2NH2b)NH3/c)Br2/NaOHNaNO2/HClNN2+Cl-NH2a)混酸b)Fe/HCl 16.ClOCH2COOH混酸a) Fe/Cl2b)c) Fe/HClNH2Cla) NaNO2/HClb) H2O/OH-OHCla) NaOHb) ClCH2COOH 17.CH2=CHCH=CH2CHPhOHCH2=CHCHOCHOa) PhMgBr/无水Et2Ob) H3+OCH3CHOHCHONaOHCH2=CHCHO 18.CH3CCHCH2PhOCH3CH3I/AlCl3CH3Cl2/hvCH2ClCH3COOHCH3CH2OHH+CH3COOC2H5NaOC2H5CH3CCH2COOC2H5Oa) NaOC2H5b) CH3ICH3CCHCOOC2H5OCH3a) NaOC2H5b) PhCH2Clc) H3+Od)CH3CCHCH2PhOCH3 19.OOH3CHCOCHCH3O稀NaOHCH3CHOHCHO(HOCH2)3CCHO浓NaOHHCHO(HOCH2)4CCH3CHO/HClOOH3CHCOCHCH3O 20.PhCH2CH2COOHFe/Cl2a) NaOC2H5a) CH3I/AlCl3H3+Ob)CH2ClClCH2COOHa) NaCNb)c) CH3CH2OH/H+H2CCOOC2H5COOC2H5b) PhCH2ClH3+Oc)d)PhCH2CH2COOH 21.N=NNH2a) 混酸a) NaNO2/HClb)Fe/HClNH2b) PhNH2TM 22.CH2=CHCH=CH2H2NH2NCOOC2H5CH2=CHCOOC2H5COOC2H5Br2BrBrCOOC2H5NH3 CH3CH2CCC PhOHCH323.CH3COCl/AlCl3COCH3b) CH3CH2Ca) Na/NH3CHTMHC CHa) Na/NH3b) CH3CH2BrCH3CH2CCH 24.CHCHCH3CH3CH3CH2Cl/AlCl3CH2CH3Cl2/hvCHCH3ClNa 稀NaOH25.CH3(CH2)6CH3NaCH3CHOCH3CH=CHCHOH2/NiCH3CH2CH2CH2OHPBr3CH3CH2CH2CH2BrCH3(CH2)6CH3
