《有机化学》课程综合练习（答案）有机化学综合练习（12-14）

有机化学综合练习五解答C,HsNH2.1.HNCH,CH,CH,CH,CH,CH,NHC,Hs0ICH33. H-C-N,N-二甲基甲酰胺CH34. CH;(CH2)16COOH5.乙酰基水扬酸CH2COOH6. HO-C-COOH7.乙酰基乙酸CH,COOHOCH3PCH3NH010. H,NNH2二、1、B>D>A>C2、D>B>C>A3、A>B>D>C4、B5、B6、C7、A8、C9、A>B>C10、B三、1COOCHsCOOC,HsCOOC,Hs-

1 有机化学综合练习五解答 一、 1. H2NCH2CH2CH2CH2CH2CH2NH2 2. C2H5 NH C2H5 3. H C N O CH3 CH3 N, N-二甲基甲酰胺 4. CH3 (CH2 )16COOH 5. 乙酰基水扬酸 6. HO C COOH 7. 乙酰基乙酸 CH2COOH CH2COOH 8. N 9. CH3 CH3 NH O O 10. H2N NH2 二、1、B>D>A>C 2、D>B>C>A 3、A>B>D>C 4、B 5、B 6、C 7、A 8、C 9、A>B>C 10、B 三、 1. COOC2H5 COOC2H5 COOC2H5 O

COOC,HsC2Hs-C-OHC,HsPhCHNH,NCH,Ph05.CH3CH COOHCH,CHCOOHCINH26.→ CHsCH2COOC,Hs-CH,CH CH,COOHOZnBrOH/D"H8CHCHN,+C19.CHCHHt10.NH-NHH,NNH2.OH11.CH2NH212.OHCH,CHCCH

2 2. COOC2H5 C2H5 C OH C2H5 3. OEt O O O 4. N CH2Ph O O PhCH2NH2 5. CH3CH COOH Cl CH3CH COOH NH2 6. CH3CH2COOC2H5 OZnBr CH3CH CH2COOH OH 7. O O O 8. D N H CH3 CH3 O 9. N N N CH3 CH3 N2 +Cl - 10. NH NH H2N NH2 H + 11. OH CH2NH2 O 12. N CH3 CH3 OH - + N CH3 CH3

NH13.Om-NHCH3NH-CH314.O11CH-CH15.CH,CHCOOHOOHCH-CH31116.COOC,HsCH.COOHCOOC,HsCH,COOH17.COOHOH18.DC-CH32i0五、0eNaOC,HCH,C-C-CH1. CH,COOC,HCH,COC,Hs192C,H,O-CH,C CH,COOC,HsCH, C-CH, COOC,Hs(OCHs1 eNaONaOC,HHOAc-CH,C-CHCOOC,Hs1CH,C CH,COOC,HsOCOOEtCOOEtPhCOOOHCOOEtCOOEt3

3 13. NH2 I 14. C NH CH3 NH O CH3 15. CH3CH COOH OH C C O H C O O O CH3 C H CH3 16. O CH COOC2H5 COOC2H5 O CH2COOH 17. CH2COOH COOH O O O 18. O H C CH3 O D D 五、 1. CH3COOC2H5 NaOC2H5 CH2 O C OC2H5 C2H5C C CH3 O O - CH3 C O C2H5 CH2 COOC2H5 O C CH2COOC2H5 ―C2H5O - CH3 O C CHCOOC2H5 NaOC2H5 CH3 Na HOAc + O CH3C CH2COOC2H5 2. COOEt COOEt PhCOOOH COOEt COOEt O

ONaOC,ICOOC,Hs-COOEtCooC,HsCOOEtHOC,H,OHCOOCHsCooC,Hs0O=Br211OH'NHBrNH2O=CH,OHN=C=OB1-NH-C-OCH3+10HOHH+4. CH, C-OHCH, C-OH-OHCH,C-OHOHC,H,OHCHSeLON,CH,-C-OHHO-CHsO-C,HsOHO=-H20HTCH,CoCHsCH,C-O*CHs六、合成CH3CH3CH3HNOHCIBr2H,SO4FeNO2NH24

4 NaOC2H5 COOC2H5 COOC2H5 O COOEt COOEt O - C2H5OH COOC2H5 COOC2H5 HO 3. C NH2 O Br2 C NHBr O OH - C N O Br N C O CH3OH NH C O CH3 O 4. O CH3 C OH H + OH CH3 C OH OH CH3 C OH + + CH3 C OH OH HO C2H5OH * C2H5 * CH3 C OH2 OH O C2H5 * + ―H2O OH CH3 C O* C2H5 ―H + O CH3C OC2H5 + 六、合成 1. CH3 HNO3 H2SO4 CH3 NO2 HCl Fe CH3 NH2 Br2

CH3CHNaNO,CuCN△HCIBrBrBrBrNH2CNCOOC,HsCH3CH3-CH.Ba(OH)22.C=CH-C-CH3LCOOCH△CH3CH3=ONaOC,HsOCH-CH2C-CH3NaOC,H,=CH30酯酮缩合CH-COOC,HscoOC,HsCOOC,HHClCH,CICOOCHH2hvNaOC,HsCooCHsNaOC,HsHCHCOOCHsC,HsClCOOC,Hs浓OHH+CHCH,CH-COOHCOOC,HsH,0VC2HsC,HsOCHH,O*PhCOOOHCH, CH(CH2)4COOHOHCH3H+C2HsOHKMnO4COOHHH,0COOHCOOC,HsCOOCHsNaOC,HsCOOCHsPh-NH-NHN-PhO七5

5 C H3 NH2 Br Br NaN O 2 H Cl C u C N C H3 CN Br Br 2. CH3 C CH3 2 O Ba(OH)2 CH3 C CH3 CH C CH3 O CH2 COOC2H5 COOC2H5 NaOC2H5 C CH2 CH CH3 CH3 C CH3 O COOC2H5 COOC2H5 NaOC2H5 酯酮缩合 O O 3. CH3 Cl2 hv CH2Cl CH2 COOC2H5 COOC2H5 NaOC2H5 CH COOC2H5 COOC2H5 CH2 NaOC2H5 C2H5Cl C COOC2H5 COOC2H5 浓OH C - C2H5 H2O H2 H+ CH2CC2H5 H COOH 4. O CH3 O CH3 CH(CH2)4COOH OH PhCOOOH H3O+ CH3 O 5. O KMnO4 H+ H2O C2H5OH COOH COOH H+ NaOC2H5 COOC2H5 COOC2H5 O COOC2H5 Ph―NH―NH2 NN Ph O 七

QIIOH.OHOCCH3B1.A-OCH3COOHCOOH-110CH3CH3CH3CH3B2. ACDN.OHN.ZHTCH3CH:CH3CH301CH,COOHB 3. A. CH3C CH2CH,COOHCH,COOHCH; CH3.0OCH3 OCH30C. CH3-C-CH,CH,COOCH3D.CH3-C-CH,CH,CH,OHOCH,E.CH36

6 1. A B C OH COOH OC CH3 COOH O OH C O CH3 O C D N CH3 CH3 CH3 CH3 2. A B N H CH3 N CH3 CH3 CH3 + OH - 3. A. CH3 B O C CH2CH2COOH CH2COOH CH2COOH C D. . CH3 C CH2CH2COOCH3 O O CH3 CH3 CH3 C CH2CH2CH2OH OCH3 OCH3 E. O O CH3 CH3