NO2NHCOCH(3)混酸Fe+HCl(CH33CO)2OHNO3(CH3CO)2ONHCOCH3+NH2NOH3OFe+HCl2NH△2
CH3CH3CH3CH3(4)混酸Fe+HClH2SO4混酸O2NNO2HO-O2N△NO+2NH3OSO2HN+H3OSO2HNO2NH(5)混酸Fe+HCl2SO2NHSO3HClSO3HNO2NO2
NO2(6)混酸Zn过量NHNHNaOH醇溶液
CHCH33CH3混酸Fe+HCl(7)NONHCH2NH2CH23Cl2CHCl光2
SO3HONaOCH3(8)H2SO4①NaSO3CH3I3OCHBr2②NaOH熔融FeBrOCHO3①BrMg 干醚①H3O+3OCH①NK3②O②PBr3OCH2CH2NH2②NaOHH2OCH2CH2Br
OCH3CH2BrNKCH2NH2CH2N+(CH3)3(9)NBS①O3CH3BrBr-②NaOHH2OCH3NO2NH2- 29 -
CH3(10)混酸CH3[O]COOHSOCl2COClNO2混酸硝化NO2CH3COCl乙酰化NO2NHCOCHAlCl3COO2NNHCOCH3Fe+HCl还原3
9、（3）的合成路线最合理。 10、略
11、A：CH2=CHCH2NH2 B：CH3CH2CH2CH2NH2 C：[CH2=CHCH2CH2N(CH3)3]+ I –
E:D：CH2=CH—CH=CH2
COOHCOOH
CH2CH312、该化合物为：
CH2N
第十六章 重氮化合物和偶氮化合物
1、(1) 重氮苯硫酸盐 (2) 对乙酰基重氮苯盐酸盐 (3) 4-甲基-4’-羟基偶氮苯 (4) 4-(N,N-二甲胺基)-4’-甲基偶氮苯 (5) 2,2’-二甲基氢化偶氮苯 (6) 二氯碳烯
2、增强。因为苯基重氮盐是一种弱的亲电试剂，故当重氮基邻位或对位上连有强吸电子基硝基时，增强了重氮盐的亲电性，使偶合反应活性提高。
3、重氮盐与苯胺偶合在弱酸中有利，重氮盐与酚偶合在弱碱中有利。
CH34、(1)Fe，HCl；NaNO2CH3CH3CH3，HCl；OH；CH3；Br；CN；H3CH2NNNCH3；F
OCH(2)3CH3(3)ClCl(4)CH3CH2CH2HCH2HCH2CH2CH3
- 30 -
5、(1)(2)(3)重氮组分HO3SNNN2+偶氮组分+N(CH3)2OH重氮组分N2N2N2++偶氮组分重氮组分CH3CONHNa2O3SN2+偶氮组分偶氮组分HOOHNH2CH3(4)重氮组分(5)重氮组分N2+偶氮组分SO3H
NO26、(1)Fe，HClFeClCl23ClNH2ClNaNO24ClC2H5OHClClH2SOCl
CH3(2)混酸Fe，HClCH3FeBrBr23CH3NaNO24C2H5OHCH3BrNH2BrH2SONH2BrBr
NO2(3)混酸发烟H2SOHNO34NH2Fe，HClNaNO2CNKCNNO2NH2HClCN
NHCOCH(4)3Br2H3O+NH2①NaNO②H2O2OH，H2SO4BrCH3，△
+BrCH3(5)混酸FeCH3，HClNH2CH3①NaNO②2(CH3CO)2OHNO3H3OH2SO4，NO2NHCOCH33C2H5OHNO2
NH2(6)(CH3CO)2ONHCOCH混酸Br2FeBr3BrNHCOCHBr3H3O+①NaNO②2，H2SO4BrBrNO2NO2C2H5OHNO2
- 31 -
NH2(7)(CH3CO)2ONHCOCH混酸3Br2FeBrBr3NHCOCHBr3H3O+BrNH2BrNO2①NaNO②KCN2NO2①NaNO②H2，NO2COOH2SO4，HClH3O+COOHBrBrFe+HClNO2BrBr，CuCNC2H5OH
NH2(8)CH3①NaNO②KCN2CNHClH3O△+COOH[O]，CuCNCH3COOH
NO27、(1)混酸Fe，HClNH22CH3OHN(CH3)2N2ClNaNOHCl2，弱酸性NNN(CH3)2
CH3(2)混酸Fe，HClCH3NaNOHCl2，CH3NH2NO2混酸发烟H2SOHNO34N2ClFe，HCl弱酸性NH2NH3CNNH2
NH2NH2CH3NO2CH3(3)H2SO4CH3Na2SO3①NaOH，熔融②H+SO3H混酸H3O△+①Fe，HCl②NaNOHCl2，OHCH3N2Cl弱碱性CH3NNHO
CH3NH2(4)混酸Fe，HClN2ClH2SO4180℃～190℃NSO3H弱碱性NOHHO3SH2SO4Na2SO3①NaOH，熔融②H+OH
∧80℃ - 32 -
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