有機化學課件：第七章鹵代烴2

1、CC+ C2H5OH + BrCCHXC2H5O-C2H5OCCHX-+CH3+CH CH2X-H2O+HOHO H CH CH2 XCH3H CH CH2 XCH3E2 -CCH3CH3H3CXCCH3CH3H3CCCH3CH3H3C+ XX-CCH3CH3CHHH+ H2CCCH3CH3BHBBHCCH3CH3CHH-+-CH3 C XCH3 CCH3 C CH2H2OCH3CH3CH3CH3CH2 HOHCH3CH2 CH CH2BrCH3CH2 C CH2CH3CH3E1溶劑解離+HCH3CH2 C CH3CH3CH C CH3CH3CH3重排-OH+CH3CH2CH2CHCH3CH3

2、CH2CH CHCH3CH3CH2CH2CH CH2NaOEtEtOH6930%Br+BrEtOH%+CH3CH2CHCH2BrNaOC2H5CH3 C CHCH3CH3CH3CH2CHCH2OC2H5CH36040CH33 RXRX21 RXCH3XSN 越越容容易易E 越越容容易易CH3CH2ONa +CH3CH2CH2BrC2H5OH-NaBr55 CCH3CH2OCH2CH2CH3+CH3CHCH2 (91%) (9%)CH3CHCH3BrCH3CH2O Na+C2H5OH55 CCH3CHCH3OCH2CH3+ CH3CHCH2-NaBr (20%) (80%)CH3CH2ONa +

3、CCH3CH3H3CBrC2H5OH25 C-NaBrCCH3CH3H3COCH2CH3+CH2CCH3CH3(3%) (97%)CCH3CH3CH3Br室室溫溫C2H5OH(CH3)2CCH219%C2H5OC2H5OH38%NuCL-HCCHH-NuL-CHCH3CH3BrOH, C2H5OHC H2O55CH3CHCH2CH3CHCH3BrNaOHC2H5OH,H2O45100CH3CHCH2 (CH3)2CHOC2H5+(OH)H2CCHClCCClHHHCCClHHHClH2CCHCH2CH2CHHRCH=CH CH2 XCH2 XCl10%NaOH, Cu360, ,2 20 0M

4、 MPaONaH+OHPhONa, CuO350, ,1 10 0M MPaOClNO2 Na2CO3, H2O,130 H3O+OHNO2ClNO2NO2 Na2CO3, H2O,100 H3O+OHNO2NO2XNO2+ CH3OCH3OHOCH3NO2+ XXNO2+ CH3O慢慢XNO2OCH3加加成成XNOCH3XOCH3XOCH3XOCH3OONOONOONOOXOCH3NOOArX + CH3OXNO2OCH3ArOCH3 + XNO2Cl*KNH2C 液液 NH3*NH2+NH2*(47%) (53%)-33CH3ClKNH2C 液液 NH3CH3NH2+ CH3NH2-33C

5、lHNH2Cl*ClNH3NH2*NH2*NH3NH2NH2NH2NH3NH2NH2*PhCCHBrHKOH, 220PhCCH + HBr(66)CH2CHBr + MgTHFCH2CHMgBr(90%)Cl + MgTHFMgClCH3CHCHBr + 2 Li純純醚醚回回流流，12 hCH3CHCHLi + LiBrCl + 2 LiLi + LiCl純純醚醚ICl+ nC BuLi純純醚醚LiCl+ nC BuIBr純純醚醚(80%)CH2CH2CH2CH3CH3(CH2)32CuLiI純純醚醚CH3(CH2)32CuLiCH2CH2CH2CH3(75%)Br + 2Na +BrCH2

6、(CH2)3CH3純純醚醚室室溫溫(CH2)4CH3+ 2 NaBrCOI2Cu, 23082%BrBrNO22Cu, DMF76%BrBrNO2NO2CH3CH3ClCH2CHCl + HICH3CHClIn CH2CHCl偶偶氮氮二二異異丁丁腈腈50，1.0 PaCH2CHClnBr+CH3COCH3COOAlCl3, CS2BrCCH3O+CH3COOH(79%)CCNCH3H3CNNCCNCH3CH3CH2CHCH2ClNaOH, H2O150CH2CHCH2OH(70%)CH2ClNaCN, 蒸蒸氣氣浴浴4hCH2CN(85%)CH2CHCH2X(CH3)3CX CH2X (CH3)2CHXCH3CH CHCH2BrCH3CH CH CH2+BrCH3CH CH CH2CH3CH CH CH2OHCH3CH CH CH2OHOHOHCH3CH CHCH2BrCH3CHCH CH2OHNaOH。C+CH3CH CH CH2OH150正常產(chǎn)物RCH=CH CH2Cl醚(CH3)2CuLi+RCH=CHCH2CH3