chap胺类化合物PPT学习教案

1、会计学1chap胺类化合物胺类化合物第1页/共90页RNH2RNHRRNRRR1NR4R3R2XR = 烷基： 脂肪胺 芳基： 芳香胺第2页/共90页CCH3CH3H3CNH2CCH3CH3H3COH第3页/共90页第4页/共90页第5页/共90页CH3CH2-NH2CH3NHCH2CH3NH2-CH2-CH2-NH2CH3CH2-NH-CH2CH3甲基+乙基+胺甲乙胺二乙基+胺二乙胺甲基+乙基+异丙基+胺甲乙异丙胺第6页/共90页第7页/共90页CH3CHCHCH2CH3CH3NH2第8页/共90页NNNHHHHHCH3CH3CH3H3C第9页/共90页第10页/共90页NC2H5CH3HN

2、C2H5CH3HNC2H5CH3C6H5CH2=CHCH2NC2H5CH3C6H5CH2=CHCH2+第11页/共90页第12页/共90页第13页/共90页第14页/共90页NHH第15页/共90页第16页/共90页RXNH3RNH2+NH4X+RXRNHRRNRRRNRR+RX第17页/共90页RCNH2, Raney NiRCH2NH2LiAlH4NH3LiAlH4RCONH2H2ORCH2NH2RCRNOHH2 / NiRCHRNH2或 LiAH4RCRNNH2H2 / Ni第18页/共90页NHOOKOHor K2CO3NOOKR XNOORNH2NH2NH2R或或R OTsSCH3O

3、OORR OTs第19页/共90页RCNH2OBr2 / NaOHRNH2+CO2第20页/共90页RXRNH+RNH2碱碱RHX ( (碱碱吸吸收收) )RCRNRH2 / NiRCHRNHRRCRONH2RH+LiAlH4RCONHRH2ORCH2NHR(1)(2)第21页/共90页RXRNH+碱碱RHX ( (碱碱吸吸收收) )RNRRRNHRn-BuLiRNRRX醚醚LiRNRRRCHC(H)RNR2H2CH(H)RNR2Pd / CRCH2C(H)RHNR2OH+RCH2第22页/共90页ArNO2ArNH2还还原原剂剂Fe / HCl ， Sn / HCl ， SnCl2 / HC

4、lH2 / Ni or Pt or PdH2S / NH4OHArXArNH2XO2NR2NHNO2NRRNaNH2第23页/共90页ArNH2COX2 / NaOHArNH2+CO2OOONHOONaOHNH2OOONaCl2 / NaOHNH2OONaH+NH2OOHNH3第24页/共90页NNHHNRRRRRHR第25页/共90页NCONN第26页/共90页第27页/共90页第28页/共90页NHH第29页/共90页RNHHHR2NHHR3N H OHHOH2OH2OH2OH2OH2第30页/共90页NRRRH第31页/共90页第32页/共90页NH2CH3CH2NH2NH2NO2NH2

5、NO2NO2第33页/共90页R NH2+ HClR NH3ClR NH2+ HOSO3HR NH3 OSO3HRNH2 RNH3ClRNH2 + H2O + NaClHClNaOH第34页/共90页HClNH2COOCH2CH2N(C2H5)2HClHClCOOCH2CH2N(C2H5)2NH2第35页/共90页RNH2RXRRNH+R2NHRX+RR2N+HX+HXR3NRX+RR3N X第36页/共90页RCRORCRNRRNH2+H+R2NHRCH2CROCRNRR+RCHH+R3NRCRO+No Reaction+H2O+H2O第37页/共90页NH2+ CH3OHH2SO4, 25

6、0OC25- 30atmN(CH3)2+ H2O第38页/共90页RCLORCONRNH2+R2NH+HLRR(H)orR3N+No ReactionRCLONCH(CH3)2CH(CH3)2C2H5Et3N第39页/共90页NH2OHNHCOCH3OH(RCO)2O第40页/共90页RNH2+RSNHROO（碱碱）Et3N+HClRSClOORSOROO（碱碱）Et3N+HCl+ROH第41页/共90页RNH2R2NHR3NPhSO2NHRPhSO2NR2NaOHNaOH不不溶溶不不溶溶PhSO2NR NaPhSO2NHR溶溶解解不不溶溶H+PhSO2NR2不不溶溶H+PhSO2NR2不不溶

7、溶未未变变化化未未变变化化PhSO2Cl +R3NH+R3NH溶溶解解PhSO2Cl1o 胺胺2o 胺胺3o 胺胺不不溶溶（不不反反应应）第42页/共90页NHNHONHONNCH3H3CCH3H2NSO2H2NSO2H2NSO2NHCNH2NHH2NSO2NH2H2NSO2H2NSO2NHR第43页/共90页N2+Cl-H2OOHNaNO2NH2HClN2+Cl-NaCl第44页/共90页RNH2HNO2ROHH2O第45页/共90页第46页/共90页NH CH3NNOCH3H2ONHCH3CH3NCH3CH3NOH2O第47页/共90页第48页/共90页NCH3CH3CH3NCH3CH3C

8、H3NONCH3CH3NCH3CH3NOR3NH+NO2-R3NHNO2第49页/共90页第50页/共90页第51页/共90页例题12-2NH CH3NH2N(CH3)2N2第52页/共90页NH2BrBrBrHBrNH2Br2第53页/共90页NH2+ I2NH2INH2NHCOCH3Ac2OBr2NHCOCH3BrH3O+NH2Br第54页/共90页NH2(CH3CO)2ONHCOCH3HNO3HNO3NHCOCH3NHCOCH3NO2NO2OH / H2OOH / H2ONH2NH2NO2NO2在乙酸中在乙酸酐中（主要产物）（主要产物）第55页/共90页NH2NH3HSO4NH3HSO4

9、NH2H2SO42NaOHNO2NO2HNO3H2ONH2NHSO3HNH3HSO4NH2H2SO4H2O180SO3HNH3SO2O第56页/共90页NH2NHCOCH3Ac2OClSO3HNHCOCH3SO2ClRNH2NHCOCH3SO2NHRH3O+NH2SO2NHR第57页/共90页第58页/共90页H2NSO2NH CNH2NHH2NSO2NHNSH2NSO2NHNN第59页/共90页(CH3)2CHCHO +HNK2CO3, 0OC75%(CH3)2CCHNONH+H+N第60页/共90页NNC6H5CH2XNCH2C6H5 X-NCH2C6H5X-第61页/共90页NCH2C6

10、H5X-H2OOCH2C6H5+NHN+ CH3C ClONCCH3OH2OOONOCH2CH2CN1) CH2CHCN2) H2O, 第62页/共90页CH3NH3+Cl-(CH3)4N+Cl-R3N + R XR3NR X第63页/共90页CH3NCH2CH3CH2CH2OCCH3OHO人体神经刺激传导中的重要物质与神经分裂症的神经紊乱有关CH3(CH2)6Cl + NaCNH2Oreflux第64页/共90页C6H5CH2COCH3 + CH3(CH2)3BrNaOH, TEBA90%C6H5CHCOCH3CH2CH2CH2CH3+ CH2CHCH2ClNaOH, TEBA80%CH2C

11、HCH2CH2CHCH2TEB A = C6H5C H2N+(C H2C H3)3 C l-第65页/共90页(CH3)4N+OH-R4NCl+ Ag2OH2OR4N OH+ AgBr第66页/共90页第67页/共90页N2 偶氮化合物RNNRNNNNNHCH3第68页/共90页CH2N2NN ClNaNO2NH2HClN2+Cl-NaCl第69页/共90页ArXArHArCNArOHArN2 X第70页/共90页N2+HSO4-OH+Cu2(CN)2 , KCNH2SO4 , H2ON2+Cl-Cu2Cl2 , HClN2+HSO4-CN+Cl+第71页/共90页第72页/共90页NH2Br

12、NaNO2/H2SO4H2ON2SO4HBrH2SO4/H2O100OCOHBr第73页/共90页N2+SO4H-H3PO2H2O+ N2BrBrBr第74页/共90页CH3BrCH3CH3CH3NO2HNO3H2SO4CH3NH2FeHClCH3NHCOCH3(CH3CO)2OCH3NHCOCH3BrFeBr2CH3BrN2+HSO4-NaNO2 , H2SO405CH3NH2BrH2OOH-CH3BrH3PO2 , H2O第75页/共90页N2+ClSnCl2 + HClNHNH2HClOHNHNH2苯肼盐酸盐苯 肼N2+Cl-Zn, HClNH2 + NH3 第76页/共90页第77页/

13、共90页OHOHCH3NH2第78页/共90页NNOHN2+Cl-OH+偶氮基N2+Cl-OHOHNNNaOH , H2O第79页/共90页N NN(CH3)2pH56N=NN(CH3)2NN+:NN+:H2N+:CH3COONaNNHN+ CH3COOHNNHNHC6H5NH3+ClNNNH2第80页/共90页H3CH3CBrOH第81页/共90页H3CBrOHH3CBrN2 SO4HH3CBrNH2H3CBrNO2H3CNO2H3CH3CBrOHH3CBrNH2H3CBrNO2H3CNO2H3CHNO3H2SO4Br2FeFeHBrNaNO2H2SO4H2O / HH3CBrN2 SO4H 第82页/共90页H3CCOOHH3CCNH3CN2 XH3CNH2H3CNO2H3CH3CH3CCOOHH3CCOOHH3CMgX+CO2第83页/共90页H3CNH2H3CNO2H3CHNO3H2SO4FeHClNaNO2,HClH2O / H+H3CN2ClCuCNH3CCNH3CCOOH0-5oC 第84页/共90页BrBrBrBr2FeBrBr2FeBrBrBrBr+BrBrBrBrBrBrNH2NH2第85页/共90页HNO3H2SO4FeHClNaNO2 / HClBrBrBrBr2（过过量量）H2OBrBrBrNH2NH20-5oCBrBrBrN2 ClH3PO2第