《有机化学》课程综合练习（答案）有机化学综合练习（7-9）

有机化学综合练习三解答、1.（2S.3Z）—2苯基-4-甲基-3-已烯2.（3S.5R）-3，5-二氯-4-溴庚烷3.（2R，3S）-2，3-二羟基丁二酸4.（2R，3S）-2-甲基-3-苯基丁二酸CH3OH-HH.5.6.BrHH-BrCH(CH3)2C2H5二、1. A2. B3. D4.A5.A,D6. A7. C8. C9. C10. D11. A.B.D12. B>D>C>A13. A14. B15.B三、OMgBrHBr1.CH3CH2CHCH2CH2CH3过氧化物(S)—CH3 CH CH132.1CH33. CH3--C-CH2CH3OCCH30COOHCOOH4.BrCH3CH36.C CH2 CH2 CH3CH2 CH2 CH2 CH3=0

有机化学综合练习三解答 一、1．（2S, 3Z）―2―苯基―4―甲基―3―已烯 2．（3S,5R）―3，5―二氯―4―溴庚烷 3．（2R，3S）―2，3―二羟基丁二酸 4．（2R，3S）―2―甲基―3―苯基丁二酸 5. 6. OH H H CH(CH3 )2 H H C2H5 CH3 Br Br 二、1．A 2．B 3．D 4．A 5．A， D 6．A 7．C 8．C 9．C 10．D 11．A.B.D 12．B>D>C>A 13．A 14．B 15．B 三、 1. HBr 过 氧 化 物 CH3 CH2 CH CH2 CH2 CH3 OMgBr 2. (S) CH3 CH C6H13 I 3. CH3 C CH2CH3 CH3 O C CH3 O 4. COOH Br COOH 5. CH3 C CH2 CH2 CH3 CH3 CH2 CH2 CH2 CH3 O

CH CH36.CHCH2BrCH = CH Br7.CH2 CNBr8.CH=CHCH,OC2H5CH3CH39.CH2CHOCHCHCH3CH3CH3CH3CH2CH2CH=CCH CH10.1CH3CH3OHPhPh11.HBr2HBrCHBrHPhPh12.OOCCgH17CH17H13.OHHCCH-OHCaHgHCaHgCNH214.CH3CH15.NO2SO3HSO3H

6. CH CH3 Br CH CH2 7. CH CH2 CN = CH Br 8. Br CH = CH CH2O C2H5 CH3 CH3 CH2 9. CH CH3 CH3 CH CHO 10. CH2 CH C CH3 CH3 O CH2 CH CH CH3 CH3 OH 11. Ph H C C H Ph Ph H H Ph Br Br Br2 12. O O O 13. C8H17 H C C H C4H9 C8H17 H H OH OH C4H9 14. Cl NH2 15. CH3 SO3H CH3 NO2 SO3H

四、+CHCH3CH2 = CH - ph1.HCH = CH2CH3CH3CH --CH2CHph+phphH20H2.OHOH3.HNO3+H2SO4NO+ + H,O +HSO4CH3CH3CH3HtNOHNO2NO2CH3CH3CH3HNO2NO2NO2CH3CH3CH34.CH3CCH2 Br重排CH2CH3CHCH3CH3H+CCH2 CH3CCH CH3CHCH3

四、 1. CH CH2 H + CH CH3 CH2 CH ph + = = - + CH3 CH CH2 CH ph CH3 H ph H + + CH3 ph 2. OH H + H2O + H2 + O - + ―H + 3. HNO3 H2SO4 NO2 + H2O HSO4 + + + CH3 CH3 H NO2 CH3 NO2 NO2 + + + ―H + NO2 + CH3 H NO2 CH3 + NO2 CH3 + ―H + 4. CH3 CH3 CH3 C CH2 Br A8 + CH3 CH3 C CH3 CH2 + 重 排 CH3 CH3 C CH2 CH3 CH3 CH3 C CH3 + H + CH

H20CHCH,CHCHOH2OHHOC,HsCH3C CH,CH,CH;HoC,HsOC,Hs五、使浣水褪色无[1.1-丁烯Br2Ag(NH)OH1-丁炔使溴水褪色有白色！CCl41-氯丁烷溴水不褪色2.对溴甲苯无AgBr!AgNO3C,H,OH溴苄有AgBrl六、COOHCOOHCH3HNO3KMNO4H2SO4H+NO200=CSOCl2ACCl3NO2NO222n-HgHFACCl3COOHCOOH023.2HCCHH2CCHCHCNH4CI

O H2 O H H2O + C H3 C C H2C H3 CH3 + ― H + H O C2H5 O C2H5 HOC2H5 + C H3 C C H2C H3 CH3 + ― H + 五、1-丁烯 1-丁炔 1-氯丁烷 Br2 C Cl4 使浣水褪色 使溴水褪色 溴水不褪色 无↓ 有白色↓ Ag(NH3)2OH 1. AgNO3 无AgBr↓ 有AgBr↓ 2. 对溴甲苯 溴苄 C2H3OH 六、1 . KMNO4 HNO3 H+ H2SO4 CH3 COOH NO2 COOH SOCl2 ClNO2 ACCl3 NO2 C CO O 2. ACCl3 COOH 2n-Hg HF O COOH O OOO 3. 2HC CH O2 NH4Cl H2C CH C CH

OH2CH,=CH-CH=CH2△Pd-BaSO4喹啉=0COOHKMnO4HOOCCHCHCH2 COOHCH2H20,H*COOHCH3CH3CH3H2SO4Br24.BrAFeSO,HSO3HCH3CH3HNO3HgO+NO2BrO2NBrH2SO4△SO3H七、HC2H5C2H5C2H5B.1.A.CCCCCH3CH3HC2H5C2H5C2H5C.H-CH3CH3HC3H7C3H72. C2H5 C = C C2H5A.C2H5B.COOH

CH2 CH H2 Pd-BaSO4 喹啉 CH CH2 O C O C O O O O KMnO4 H2O,H + HOOC CH2 CH CH CH2 COOH COOH COOH 4. H2SO4 Br2 Fe CH3 CH3 SO3H CH3 Br SO3H HNO3 H2SO4 NO2 H3O+ O2N CH3 Br CH3 SO3H Br 七、 1. A. C2H5 CH3 C C H C2H5 B. C2H5 CH3 C C C2H5 H C. C2H5 H CH3 C3H7 CH3 H C2H5 C3H7 2. A. C2H5 C C C2H5 B. C2H5 COOH

C2H5C2H5C2H5HC.D.CC-CCHHC2H5HCBH5E.HBrBrH-C2H5001I11CH2 C CH3CH2 CH3C新B.3.A.phyHphyH4.A.B.CCC-Cph'phHHOphCHOHOHD.C.HOHphphBrH-CphphF.CCE.BrHph

C C H C2H5 C. D. C2H5 H C C H C2H5 C2H5 H H C2H5 E. H CBH5 Br Br 3. C CH2 CH3 A. B. O CH2 C CH3 O 4. ph C C H H ph B. O A. ph C C H H ph C. ph H H OH OH ph CHO D. Br ph C C ph Br ph H H ph E. F