1、CH2CHHOOCH2H3CHOHHHOCHOHCHNHCH3CH3丁香酚雌激素（雌酮）麻黄碱CCCCCCHHHHHH或HHHHHH HHHHHH120139pm120120HHHHHH120139pm120120CCCCCCHHHHHHCCCCCCHHHHHH CH2CH3CHCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3H3CCH3CH2CH3CH2CH3CH(CH3)CH3CH2CH22123456CHCCH2CHCH2CH3CH3CHOHCOOHCHOCCC CClO2NCOOHOHNH2CHO 或C6H5CH2C6H5CH2 或
2、CH3CH3CH3+Cl2FeCl3或Fe粉HCl+ClBr2FeBr3Br+FeBr4-HBrBrHBrFeBr3快快Br+HBr慢慢 +HNO3H2SO4NO2+H2O+浓H2SO4+H2OSO3HSO3+CH3CH2ClAlCl325CH2CH3+HCl无水无水+CH3CH2CH2ClAlCl3CHCH3CH3CH2CH2CH3+RCOCH3CO+CH3COClCOCH3无水ACl3+HEE+E慢慢快快正正碳碳离离子子中中间间体体取取代代产产物物(E+=X+,-NO2+,SO3,R+,RCO+等)亲亲电电试试剂剂（不不稳稳定定）CH3KMnO4H+COOH CH3CH CH3CH3COO
3、HCOOHKMnO4H+KMnO4H+CCH3CH3CH3不不反反应应CH2CH3+Br2光光照照或或加加热热CHCH3Br+HBrCH3BrCH3BrFeBr3+日日光光或或加加热热CH2Br+HBr邻邻溴溴甲甲苯苯对对溴溴甲甲苯苯溴溴化化苄苄（苯苯溴溴甲甲烷烷）（或或F Fe e粉粉）Br2+CH3+Ni200加压3H2+Cl光照ClClClClCl503Cl2+V2O5400500CHCHCCOOO29O224CO24H2O+CH2O+CH3+HNO3H2SO430 CCH3NO2CH3NO2+HNO3H2SO4（发烟）CNO2NO2NO2H2O+90100 OHCH3OHCH3OHNO
4、2OHNO2OHNO2少少量量（位位阻阻）COOHNO2硝硝化化COOHNO2O2NNH2CHOOHClCH3SO3HNO2COOHOCH3CH3HHH-C-CCHCHHHHHCH3CHHCHHCHCCHHHCCH3CH3HOHOH-ClNOO-CH3Cl+CH3无无水水A Al lC Cl l3 325 CFeBr3Br2CH3BrKMnO4/H+COOHBrKMnO4/H+COOHFeBr3Br2COOHBr12345678HHHHHHHHCH3SO3HCOOHCH3BrBrHNO3+H2SO450 60 CNO2_硝基萘（70%）Br2FeBr3Br1-溴萘（72%75%）SO3HSO3HH2SO4H2SO4H2SO460160160+H2OH2OH2,Ni加热 加压H2/Rh-CH2/Pt-C或 十氢化萘四氢化萘OOCrO3HAc10 151,4萘醌（）萘醌CCOOOV2O5400邻苯二甲酸酐123456789101234582134566778991010。12345679810123456123456H3CH3C2,-二甲基联苯3空的p轨道两个电子的p轨道空的p轨道12345678910或+HHHHHHHHH H101418轮烯轮烯轮烯HH
