chap胺類化合物PPT學(xué)習(xí)教案

1、會(huì)計(jì)學(xué)1chap胺類化合物胺類化合物第1頁(yè)/共90頁(yè)RNH2RNHRRNRRR1NR4R3R2XR = 烷基： 脂肪胺 芳基： 芳香胺第2頁(yè)/共90頁(yè)CCH3CH3H3CNH2CCH3CH3H3COH第3頁(yè)/共90頁(yè)第4頁(yè)/共90頁(yè)第5頁(yè)/共90頁(yè)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+異丙基+胺甲乙異丙胺第6頁(yè)/共90頁(yè)第7頁(yè)/共90頁(yè)CH3CHCHCH2CH3CH3NH2第8頁(yè)/共90頁(yè)NNNHHHHHCH3CH3CH3H3C第9頁(yè)/共90頁(yè)第10頁(yè)/共90頁(yè)NC2H5CH3HN

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

3、OORR OTs第19頁(yè)/共90頁(yè)RCNH2OBr2 / NaOHRNH2+CO2第20頁(yè)/共90頁(yè)RXRNH+RNH2堿堿RHX ( (堿堿吸吸收收) )RCRNRH2 / NiRCHRNHRRCRONH2RH+LiAlH4RCONHRH2ORCH2NHR(1)(2)第21頁(yè)/共90頁(yè)RXRNH+堿堿RHX ( (堿堿吸吸收收) )RNRRRNHRn-BuLiRNRRX醚醚LiRNRRRCHC(H)RNR2H2CH(H)RNR2Pd / CRCH2C(H)RHNR2OH+RCH2第22頁(yè)/共90頁(yè)ArNO2ArNH2還還原原劑劑Fe / HCl ， Sn / HCl ， SnCl2 / HC

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

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

6、0OC25- 30atmN(CH3)2+ H2O第38頁(yè)/共90頁(yè)RCLORCONRNH2+R2NH+HLRR(H)orR3N+No ReactionRCLONCH(CH3)2CH(CH3)2C2H5Et3N第39頁(yè)/共90頁(yè)NH2OHNHCOCH3OH(RCO)2O第40頁(yè)/共90頁(yè)RNH2+RSNHROO（堿堿）Et3N+HClRSClOORSOROO（堿堿）Et3N+HCl+ROH第41頁(yè)/共90頁(yè)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、溶未未變變化化未未變變化化PhSO2Cl +R3NH+R3NH溶溶解解PhSO2Cl1o 胺胺2o 胺胺3o 胺胺不不溶溶（不不反反應(yīng)應(yīng)）第42頁(yè)/共90頁(yè)NHNHONHONNCH3H3CCH3H2NSO2H2NSO2H2NSO2NHCNH2NHH2NSO2NH2H2NSO2H2NSO2NHR第43頁(yè)/共90頁(yè)N2+Cl-H2OOHNaNO2NH2HClN2+Cl-NaCl第44頁(yè)/共90頁(yè)RNH2HNO2ROHH2O第45頁(yè)/共90頁(yè)第46頁(yè)/共90頁(yè)NH CH3NNOCH3H2ONHCH3CH3NCH3CH3NOH2O第47頁(yè)/共90頁(yè)第48頁(yè)/共90頁(yè)NCH3CH3CH3NCH3CH3C

8、H3NONCH3CH3NCH3CH3NOR3NH+NO2-R3NHNO2第49頁(yè)/共90頁(yè)第50頁(yè)/共90頁(yè)第51頁(yè)/共90頁(yè)例題12-2NH CH3NH2N(CH3)2N2第52頁(yè)/共90頁(yè)NH2BrBrBrHBrNH2Br2第53頁(yè)/共90頁(yè)NH2+ I2NH2INH2NHCOCH3Ac2OBr2NHCOCH3BrH3O+NH2Br第54頁(yè)/共90頁(yè)NH2(CH3CO)2ONHCOCH3HNO3HNO3NHCOCH3NHCOCH3NO2NO2OH / H2OOH / H2ONH2NH2NO2NO2在乙酸中在乙酸酐中（主要產(chǎn)物）（主要產(chǎn)物）第55頁(yè)/共90頁(yè)NH2NH3HSO4NH3HSO4

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

10、H5X-H2OOCH2C6H5+NHN+ CH3C ClONCCH3OH2OOONOCH2CH2CN1) CH2CHCN2) H2O, 第62頁(yè)/共90頁(yè)CH3NH3+Cl-(CH3)4N+Cl-R3N + R XR3NR X第63頁(yè)/共90頁(yè)CH3NCH2CH3CH2CH2OCCH3OHO人體神經(jīng)刺激傳導(dǎo)中的重要物質(zhì)與神經(jīng)分裂癥的神經(jīng)紊亂有關(guān)CH3(CH2)6Cl + NaCNH2Oreflux第64頁(yè)/共90頁(yè)C6H5CH2COCH3 + CH3(CH2)3BrNaOH, TEBA90%C6H5CHCOCH3CH2CH2CH2CH3+ CH2CHCH2ClNaOH, TEBA80%CH2C

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

12、NaNO2/H2SO4H2ON2SO4HBrH2SO4/H2O100OCOHBr第73頁(yè)/共90頁(yè)N2+SO4H-H3PO2H2O+ N2BrBrBr第74頁(yè)/共90頁(yè)CH3BrCH3CH3CH3NO2HNO3H2SO4CH3NH2FeHClCH3NHCOCH3(CH3CO)2OCH3NHCOCH3BrFeBr2CH3BrN2+HSO4-NaNO2 , H2SO405CH3NH2BrH2OOH-CH3BrH3PO2 , H2O第75頁(yè)/共90頁(yè)N2+ClSnCl2 + HClNHNH2HClOHNHNH2苯肼鹽酸鹽苯 肼N2+Cl-Zn, HClNH2 + NH3 第76頁(yè)/共90頁(yè)第77頁(yè)/

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