2022年有机化学课后参考答案 .pdf
学而不思则惘,思而不学则殆绪论参考答案( P2728)1、(1)有, SP3转变为 SP2(2)有, SP2转变为 SP3(3)没有,(4)有, SP 转变为 SP22、(1)饱和脂肪醇(2)饱和脂肪醚(3)不饱和脂肪酸(4)饱和脂环多卤代烃(5)芳香醛(6)芳香伯胺3、解: 12n+n=78 n=6 该化合物分子式为C6H64、解:氢键締合: C2H5OH C6H5OH C4H9OH C2H5NH2 C6H6(OH)6C6H11OH C17H35COOH 、与水形成氢键:CH3CH2OCH2CH3、CH3OCH3不能締合也不能与水形成氢键。C4H9Cl、CH3CH3、C17H35COO-Na+5、(1) C7H16C6H18(2) C2H5Cl C2H5Br (3) C6H5-CH2CH3C6H5-CHO (4) CH3OCH3CH3CH2OH (5) CH3CH2CH2CH2CH2CH3 CH3CH(CH3) CH(CH3)CH36、(1)ADCB. (2)E ACB D (3)CADB (4)DBCA (5)CBA (6)ACBD (7)ABC 7、(1) CH3CH2OH C6H5OH (2) C4H9OH C4H9Cl (3) CH3OCH3CH3CH3(4) C17H35COOH C17H35COO-Na+(5) C6H6(OH)6C6H11OH 8、略9、(1)ABCD. (2)ACBD. 10、(1)ADCBE(2)CBAD. 第二章饱和脂肪烃习题参考答案(P5253)1、( )2CH3CH2CCH2CH2CHCH2CH3CH2CH3CH2CH3CH3CH3CH2CHCH2C(CH3)3( )1CH3CHCH3伯仲叔季叔伯仲叔季精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 1 页,共 20 页学而不思则惘,思而不学则殆2,2,5三甲基 4乙基己烷 3甲基 3,6二乙基辛烷( )( )3CHCH2CHCH3CH3CH3CH34伯仲仲伯叔叔叔2,4,二甲基戊烷2甲基 3乙基己烷( )( )CH3CH3HH56CH3CH3HH仲伯伯叔仲反 1,4二甲基环己烷顺 1,4二甲基环己烷( )( )78CH3HHHHCH3仲伯叔叔季1甲基二环【 2.2.1 】庚烷2甲基丙烷2、2CH3CHCH2CH2CHCH3( )1( )CH3CH3CH3CHCH2CCH2CH2CH3CH3CH3CH2CH3( ) 34( )CH3CCH2CHCH3CH3CH3CH3CH3CCH2CCH2CH2CH3CH3CH3CH3CH35( )CHCH3CH36( )或7( )8( )CH33、( )1CH3CH2CH3+Br2CH3CHCH3BrHhv+Br2( )CH3CCH3CH3CH3+Cl2hvCH3CCH2 ClCH3CH3+ClH( ) 3+BrHCH3CH2CH2Br4( )+Cl2hvCl+ClH4、精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 2 页,共 20 页学而不思则惘,思而不学则殆( )CH3CH CHCH3CH3CH312( )CH3CH2CH2CH2CH2CH3CH3CH2CCH3或CH3CH33CH3CH2CHCH2CH3( )CH34( )CH3CH2CH2CHCH3CH35、1( )CH3CH2CH3Br2CCl4褪色Br2CCl4褪色2( )CH3CH3室温6、CH3HHHCH3HHHHCH3HHHHClClHHClCH3HHHCl7、CH3(CH3)2CH8、CH3CH3CH3CH3eeea稳定性大于1( )CH3CH3CH3CH3eeea稳定性大于2( )9、(1)ee(3)ae (4)ea (2aa) (基团大的在e 键比在 a上稳定 )10、第三章不饱和脂肪烃习题参考答案(P8587)Cl.CH4+CH3.+ClHCl2hvCl2.CH3.+Cl2CH3Cl+Cl.Cl.Cl.+Cl2CH3.CH3.+CH3CH3精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 3 页,共 20 页学而不思则惘,思而不学则殆1、(1)1,3己二烯 5炔(2)4己烯 1炔(3) (3E) 2,3,4三甲基 3己烯(4) (3Z) 3甲基 5溴 1,3戊二烯(5)(4E, 6Z) 2,4,6三甲基 2,4,6三辛烯(6)4甲基 2己炔2、CH3C=CCH3CH3CH3C=CCH3CH2CH3CH(CH3)2CH2CH2CH31( )2( )C=CHBrCH3( ) 34( )C=CCH2=CHHCH2CH3HCH3C=CHHCH3CH2=CCH35( )6( )HC=CCH2=CC=CC=CCH(CH3)2HCH3H或CH2=CC=CC=CCH(CH3)2HCH3H7( )C=CHHC=CC=CHH8( )3、共有 15 个异构体,其中有4 对顺、反异构体,4 个顺式, 4 个反式。4、(1)2甲基 2丁烯 2甲基 1丁烯 1戊烯,(2)2甲基丙烯丙烯3氯丙烯 2氯丙烯(3)乙烯溴乙烯氯乙烯1,2二氯乙烯5、解:在较高温度时,异戊二烯的反应是热力学控制,产物的稳定性起主要作用;而1苯基 1,3丁二烯则以1,2加成为主, 首先是因为生成的中间体碳正离子通过苯环和一个双键形成共轭体系(见式),更加有利于碳正离子的分散而稳定。其次,1,4加成与1,2加成产物比较,1,2加成产物比1,4加成产物稳定,在1,2加成产物中苯环与一个双键形成共轭体系而更加稳定;1,4加成产物中苯环与一个双键未形成共轭体系(见式)。 式式6、略7、CH3CH2C=CHA:B:C:CH2=CHCH=CH28、前者双键与三键未形成共轭体系,在亲电加成反应中双键比三键活泼;而后者双键与三键本身形成共轭体系,亲电加成反应发生在三键上形成的产物仍然是共轭体系,而发生在双CH=CH CHCH2Br+BrCH=CH CHCH2BrBrCHCH=CHCH2Br比稳定精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 4 页,共 20 页学而不思则惘,思而不学则殆键上形成的产物为非共轭体系,从产物的稳定性上比较共轭体系非共轭体系。9、CH3CH2C=CH1( )+H2Pb/BaSO4CH3CH2CH=CH2CH3CH2CH3CH2C=CH+H22NiCH2CH3( )2CH3CH2C=CHCH3CH2C=CH+( )Br2BrBr3CH3CH2C=CHCH3CH2C=CH+ClHCl H4( )CH3CH2C=CH+( )BrH2CH3CH2CCH3BrBr5Cu(NH3)2ClCH3CH2C=CH( )CH3CH2C=CCu6CH3CH2C=CH( )+OH2Hg+H+CH3CH2CCH3O7CH3CH2C=CH( )Ag(NH3)2OHCH3CH2C=C Ag8CH3CH2C=CH( )CH3CH2C=CNaNH2Na910CH3CH2C=CNaC2H5Br+CH3CH2C=C CH2CH3( )CH3CH2C=CH( )O3OH2CH3CH2COOHHCOOH+1112CH3CH2C=CH( )KMnO4热的OH2CH3CH2COOHHCOOH+10、Br2CCl4褪色CH3CH2CH2CH3CH3CH2CH=CH21( )CH3CH2C=CH褪色Ag(NH3)2+( )CH3CH2C=CHCH2=CHCH=CH22Ag(NH3)2+或CH3CH2C=CHCH2=CHCH=CH2OOO11、1( )CH3CH2 C=CH2CH3+ClHCH3CH2CCH3CH3ClCH3CH2 C=CH2CH3+2( )H2SO4OH2CH3CH2CCH3CH3OH精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 5 页,共 20 页学而不思则惘,思而不学则殆( ) 3CH3+HICH3I4( )Cl3CCH=CH2+BrHCl3CCH2CH2Br5( )CH3CH2CH=CH2HOCl+CH3CH2CHCH2ClOH6( )CH3C=CCH3+H2Pb/BaSO4C=CCH3CH3HH7( )HC=CCH2CH=CH2+BrHHC=CCH2CHCH3Br8( )+OOOOOO12、CH3C=CH1( )NaNH2CH3C=CNaCH3CH2CH2BrCH3C=C CH2CH2CH3Pb/BaSO4CH3CH=CHCH2CH2CH32CH3CH3CH2C=CH2KMnO4H+C=OCH3CH3CH2HC=CNaCH3CH2CC=CHCH3ONaOH2CH3CH2CC=CHCH3OH( )由 2甲基 2丁烯合成产物,首先把2甲基 2丁烯转换为2甲基 1丁烯CH3H2CH3C=CHCH3Br2hv或 高温CH3CH=CCH2BrCH3NiCH3CH2CHCH2BrCH3NaOHOH2CH3CH2CHCH2OHCH3Al2O3CH3CH2C=CH2CH313、14、CH3CH2CHCH2C=CHCH3CH2CH2CHC=CH或CH3CH3(CH3)2CHCHC=CHCH3或第四章 芳香烃习题答案(P113116)1、精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 6 页,共 20 页学而不思则惘,思而不学则殆2SO3HH2NCH3ClNO2NO2( )SO3HCH3NO2( )NO2Cl4NO2NO2( )6SO3H( )13( )( )52、(1) 邻溴苯磺酸(2)正丁基苯(3) 2溴 4羟基苯甲酸(4)4甲基苯乙炔(5) (E,E) 2甲基 1,4二苯基 1,3丁二烯(6) 环戊基苯3、CH3CH3NO2+CH3NO2(CH3)3CCH2CH3(CH3)3CCOOHCH(CH3)2CH(CH3)2C(CH3)2ClC=OCH3CH2CH3+CHOCH2CH2CH2COCl( )1( )2( )3( )4( )5( )6( )7( )8H2SO4HNO3浓浓KMnO4H+/+CH3CH2CH2ClAlCl3+Cl2hv+(CH3CO)2OAlCl3+Cl2FeCl3ClCH2CH3CH2CH3Cl+CH3COClAlCl3CHOC=OCH3AlCl3O4、(1) (A)错误。在烷基化反应中,烷基的长度超过3 个碳原子时发生异构化,产物为异丙基苯。 (B)错误。在光照的条件下反应为自由基取代反应,自由基的稳定性为叔仲伯,当自由基与苯环产生P 共轭时更稳定。(2) (A)错误。苯环上有强的吸电基团时不能发生烷基化反应。(B)错误。苯环上含有氢原子的烷基氧化时无论侧链多长,产物都是苯甲酸。(3) (A)错误。苯环上有强的吸电基团时不能发生酰基化反应。(B)错误。该反应条件为亲电取代反应而不是自由基取代反应,应在苯环上取代。5 解:环己三烯的燃烧热为:226.4*6+206.3*3+491.2*3=3450.9, 而苯的燃烧热为3301.6 KJ.mol1,二者相差149.3 KJ.mol1说明苯比环己三烯更加稳定。精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 7 页,共 20 页学而不思则惘,思而不学则殆6、解:由于苯的结构为一个闭合的大键共轭体系, 大 键的电子充分离域,离域能大, 体系的势能低而更稳定。7、CH2CH2CH3或CH(CH3)2CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH2CH3CH2CH3CH2CH3CH3( )B( )CA( )或或或或8、CH3( )1CH3CH2CH2ClAlCl3CH3CH3CH(CH3)2CH(CH3)2+( )2CH3HNO3稀,加热CH3KMnO4H+COOHCOOH( )3CH3( )Cl2FeCl3CH3CH3+ClCl4CH3( )CH3CH3+HNO3H2SO4浓NO2NO25CH3( )Cl26hvCH2Cl9、COOH( )( )OHCH2CH3COOHNH2NHCH2CH3NO21210、( )COOHCOOHCOOHNO2NO2ClCOCH3OHCH3SO3HBrNHCOCH3( )( )( )( )( )12345611、精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 8 页,共 20 页学而不思则惘,思而不学则殆( )KMnO4H+褪色HNO3H2SO4浓油状 液体12( )KMnO4H+褪色CH3Ag(NH3)2+CH2CH3( )褪色C=CHCH=CH2Br2OH2褪色312、A:B:13、Cl2FeCl3HNO3H2SO4ClNO2ClHNO3H2SO4NO2Cl2FeCl3ClNO2CH3ClAlCl3CH3HNO3H2SO4CH3+NO2CH3NO2KMnO4CH3COOHCOOHCH3ClAlCl3CH3KMnO4COOHHNO3H2SO4NO2CH3COClAlCl3COCH3FeCl3Br2COCH3BrCH3ClAlCl3CH3FeCl3Br2CH3Br+CH3BrKMnO4BrCOOHHNO3H2SO4COOHBrNO2( )( )( )( )( )( )12345614、精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 9 页,共 20 页学而不思则惘,思而不学则殆O=O=O+无无无无有有有有第五章旋光异构习题参考答案(129131)1、解: 52.5=3.41*C C=3.41*52.5=0.07(g/mL) 2、解:不一定,因为不知道测试的温度和光源的波长;应该在温度20,波长为589nm的钠光源的条件下进行测定。3、解: 1戊醇无; 2戊醇有; 3戊醇无;苹果酸有;柠檬酸有;CH3C3H7HOHOHCH3C3H7H2 戊醇柠檬酸苹果酸OHCH2COOHCOOHCH2COOHHOCH2COOHCH2COOHHOOCCOOHOHHCH2COOHCOOHHCH2COOHHO4、HOCH3HHHCCOHCH3CH3HHHCCCH3CH3HHHCCOHCH3CH3HHHCCCH3HORSRSClClCH3CH3CH3CH3CH3CH3CH3CH3顺式反式内消旋体对映体SSSRRR精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 10 页,共 20 页学而不思则惘,思而不学则殆无立体异构CHCl2CH2CH3CH3HCHCl2CH2CH3CH3HSRCOOHHHSRCOOHCH2OCH3CH2OCH3NH2H2N5、COOHHHSRNH2HOCH2OHC=OCH3CH3CH3HRClRCH3CH3SSSCOOHOHHHHCH36、COOHOOH1( )( )倍半萜( )234个7、HO*8、CBrHC2H5ISSBrIHC2H5S CCH3NH2HSHCH3H2NS CCCH3CH3HHClClSCH3CH3ClClHH精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 11 页,共 20 页学而不思则惘,思而不学则殆CCH3C2H5OHHCBrClHFCH3C2H5HOHBrHFClRSHHOHHOCHOCH2OHCHOCH2OHHHOHHORSRRRR9、BrIBrBrIBrI+IIBrBrBr+BrBrBr210、HHHHHHCH3CH3CH3CH3BrBrRR同一物1( )HHHHHHRR同一物( ) 3内消旋体CH3CH3CH2CH3CH2CH3NH2HHNH2SS同一物COOHCOOHCOOHCOOH( ) 2( )OHOHHOHO54HHSCHOCHOCH2OHCH2OHOHOHR对映体CHBrClCH2CH3CClHBrCH3CH2SSSR对映体( )CHOCHOOHHOHOHOCH2OHCH2OHHHRSSR对映体6( )11、CH=CHCH3CH2CH=CH2HCICH3HCICH3C2H5C2H5HCICH3C2H5CH2CH2CH3*ABC12、精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 12 页,共 20 页学而不思则惘,思而不学则殆C=CCH3CH3CH3IIHHBr2CH3BrBrHH内消旋体13、3OHH二甲基苯基壬酮3S 7R,( ),792( )1OHH( )SRSS2非对映体( ) 3第六章卤代烃习题参考答案(P156157)1、E2甲基 1氯 2丁烯 4氯苄氯 1,3二氯二环 2,2,2 2辛烯5溴 1,3 环戊二烯 S3溴环己烯 3氯甲基 1氯己烷2、3、23CH3CH2BrKCN+CH3CH2CN( ) 1CH3CH2Br+NH3CH3CH2NH2( )( )CH3CH2BrKOHOH2CH3CH2OHCH3CH2Br+RONaCH3CH2OR( ) 4CH3CH2BrClH+CH3CH2ClCH3CH2Br+AgNO3( )( )56乙醇CH3CH2ONO24、CH3CH2CH2CH2OHBrHCH3CH2CH=CH2BrHCH3CH2CHCH3CH3CH2CH2CH2Br过氧化物Al2O3IBr5、( )( )( )123CH2CH=CHClCH=CHCH2ClBrBrClHCH2Br( )( )ClCH3CH2CH2CH3H( )456C=CC=CHHHCl精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 13 页,共 20 页学而不思则惘,思而不学则殆I1(CH3)3CBrKCN+乙醇(CH3)3CCN+(CH3)2C=CH2( )( )CH3CHCH3OHBrHICH3CHCH3BrAgNO3乙醇/ICH3CHCH3ONO2+AgBr2( )3CH3CH2CHCH3OHIPCl5CH3CH2CHCH3IClNH3CH3CH2CHCH3INH2HO( ) 4CH3CH=CH2BrHICH3CHCH3BrNaCNICH3CHCH3CN( ) 5CH2ClOH2CH2OH6、(a)按亲核取代反应的难易次序排列:12( )CH2=CHCH2ClCH2=CHCH2CH2ClCH3CH=CHCl( )CH2ClClCH2CH2Cl(b)按与 AgNO3(醇溶液中 )反应的活性次序排列:12( )CH2=CHCH2ClCH2=CHCH2CH2ClCH3CH=CHCl( )CH2ClClCH2CH2Cl(c)按亲电加成(第一组)、亲电取代(第二组)反应的难易次序排列:12( )CH2=CHCH2ClCH2=CHCH2CH2Cl( )ClCH2CH2ClCH2ClCH3CH=CHCl7、CH2Cl( )I1CH3CH=CH2Cl2hvCH2CH=CH2ClCl2+OH2CH2CHCH2ClIIClOHCa(OH)2ONaOHOH2CH2CHCH2IIIOH OHOHOHCH3CH2CH2CH2BrNaOH乙醇CH3CH=CHCH3BrHCH3CH2CHCH3ICH3CH2CHCH3I( ) 2ClClNaOH乙醇Cl2hvClNaOHOH2OH( ) 4( ) 3BrCH3Cl2FeCl3CH3CH3+IClCl2hvClCH2Cl8、精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 14 页,共 20 页学而不思则惘,思而不学则殆CH2=CHCHCH3CH2=CHCH=CH2OC2H5I和9、CH3CH2CHCH=CH2CH3CH2CHCH2CH3ICH3*H2NiBrHABC( )( )( )ICH3CH3CH2CHCHCH3IICH3Br10、CH3CH2CH2BrKOH乙醇/CH3CH=CH2BrHCH3CHBrCH3( )( )( )ABC11、 (顺丁烯二酸或马来酸)COOHCOOHOHHHHHOCOOHCOOHHHHCOOHHOOCCCOHHHHCOOHHHC=CHOOC第七章醇、酚、醚习题参考答案(P181182)1、(1)3,3 二甲基 1丁醇(2)4戊烯 2醇(3)2甲基 1,4 丁二醇(4)1甲基 2环戊烯醇(5)2甲基 4甲氧基己烷(6)4硝基苯乙醚(7)5甲基 1萘酚2、BrBrHCH3CH2CHCH3IOHCH3CH2CH2CH2OHCH3CH2CH=CH2CH3CH2C=CHH2SO4CH3CH=CHCH3CH3CH2CHCH3IAl2O3CH3CH2CH=CH2BrBrHCH3CH2CHCH3IBrBrHCH3CH2CHCH3ILindlar+H2CH3CH2CH=CH2BrBrHCH3CH2CHCH3I( )( )( )( )13423、OHCH3CH2BrCH3CH2CHCH3+IONaCH3CH2OCHCH2CH3IC2H5CH3CH2CHCH3IH2SO4KMnO4CH3CH2C=OICH3( )( )12精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 15 页,共 20 页学而不思则惘,思而不学则殆OHOCH3HI+CH3I( ) 3CH3CH2CHCHCH3IHOICH3H2SO4CH3CH2C=CHCH3ICH3OH3Br2OHIIBrBrBr( )( ) 544、OHCH3H3CH+CH3H3COH2+OH2CH3H3C+CH3I+CH3H重排H+CH3ICH35、略6、2OHCH3CHCH3ICH3Br2hv乙醇CH3CCH3IBrICH3( )CH3C=CH2CH3IBrH过氧化物CH3CHCH2BrICH3OHOH2( )( )13CH3CHCH2OHICH3( )KCNCH3CHCH2CNICH3( )457、(1)(2)8、1己烷丁醇苯酚丁醚FeCl3紫色LucasH2SO4溶解( )FeCl3苯酚紫色苯甲醇( ) 2( )异丙醚烯丙基异丙醚Br2CCl4褪色3庚烷二丁醚2-氯丁烷( ) 4AgNO3乙醇H2SO4溶解精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 16 页,共 20 页学而不思则惘,思而不学则殆( ) 5甲基苯基醚对甲苯酚FeCl3显色FeCl3显色含酚的水溶液纯水( )69、O=OCH3MgBrOMgBrOMgBrCH3CH3CH3OOMgBrCH3OCH3MgBrOMgBrOH2CH3CH3OHOH10、OCH3OH+CH3IAgNO3乙醇AgI( )( )( )ABCHI11、ClCH3CH2OCH2CH3CH3CH2CHCH3HICH3CH2OHCH3CH2I+( )( )ABIOHLucasCH3CH2CHCH3IHICH3CH2CHCH3II第八章醛、酮、醌习题参考答案(P )1、CH3(CH2)3CHOCH3CH2CHCHOCH3CHCH2CHO(CH3)3CCHOIICH3CH3戊醛2-甲基丁醛3-甲基丁醛2 2 -二甲基丙醛,C=OC=OCH3CH2CH3CH2C=OCH3CH3CH2CH2CH3(CH3)2CH2-戊酮3-戊酮3-甲基- 2-丁酮2、CHONaBH4H3O+CH2OHCOCH3NaBH4H3O+CHOHICH3( ) 12CHOCOCH3( )TollensCOOTollensH3O+CHOHCHOCOCH3( )C2H5MgBrH3O+C2H5MgBrIC2H5COHIIC2H5CH33精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 17 页,共 20 页学而不思则惘,思而不学则殆CHOCOCH3( )ICH3C2H5OHClHC2H5OHClHCHOOC2H5C2H5COOC2H5C2H54CHOCOCH3( )ICH3CHC5NH2OHNH2OH=NOH=NOHOHCHOCOCH3( )ICH3CHC6KCNHCNKCNHCNCNIIOHCNCHOCOCH3( )ICH3CHC7NH2NH2NH2NH2=NNH2=NNH23、, , 能发生碘仿反应;, 能与斐林试剂反应;, , 能与吐伦试剂反应;41CH3CH2COCH3CH3CH2OHCH3COCH2CH2COCH3Br2NaOHCOCH3CH3CH2COONaCH3COONaCOONaCH2COONaCH2COONaI+CHBr3( )( )( )( )692CH3CH33CH3CH2CH2CHOCu+ /OHCH3CH2CH2COONaCH3CH2CHCOONaCOONaI+CU2OCH3CH2CHCHOCHOI(CH3)3CCHO(CH3)3CCOONa( )( )( )( )7102CH3CH33CH3CH2CH2CHOCH3CH2CH2COONaCH3CH2CHCOONaCOONaI+CH3CH2CHCHOCHOI(CH3)3CCHO(CH3)3CCOONa( )( )( )( )710CHO( )5COONaAgAg(NH3)2NaOH+4、精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 18 页,共 20 页学而不思则惘,思而不学则殆( )CH3CH2CH2CHOClH2CH3OHCH3CH2CH2CH(OCH3)21CH3MgBrOMgBrI( )CH3CH2CHCHOCH3CH2CHCHCH3干醚IICH3CH3OHH3O+CH3CH2CHCHCH3IICH32C2H5MgBr( )CH3CH2COCH3CH3CH2CHCH2CH3干醚ICH3IICH3H3O+IOHPCl5CH3CH2CHCH2CH3ClCH3CH2CHCH2CH3NaCNIICH3CNH3O+CH3CH2CHCH2CH3IICH3COOHCH3CH2CHCH2CH3IICH3COOCH3CH3OHH+35、略4ICH3CHOIOHCH3CH2OH( )CrO3吡啶CH2Cl2CH3MgBr干醚H3O+CH3CHCH3KMnO4H+CH3C=OCH36、2 戊酮环己酮戊酮23Br2NaOHNaHSO3饱和( )CH2COCH3CH2CH2CHOCHOC2H5Br2NaOHCu+ /OH2( ) 37、=O+CH3CH2C=CHNaNH2C=CCH2CH3OHOCH2=CHMgBr+THFOHCH=CH2( )( )125I+OHOHCH3COCH3COOCH3CH3ClH( ) gC6H5CH2COCH3Br2NaOHC6H5CH2COONa+CHBr3CHOOHC+HCHO 过量( )HOH2CCH2OH+HCOONa2CH3CH2CHOOHOH浓稀CH3CH2CH=CCHOCH3( )( )( )( )3468、CH2CH2COCH3H2NHNCONH2CH2CH2C=NNHCONH2ICH3( )( )ABCl2NaOHCH2CH2COONaCHO( )CCH2CH2COCH=CH( ) DH+KMnO4COOH精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 19 页,共 20 页学而不思则惘,思而不学则殆9、OHCCH2CH2C=CCH3CH3CH3CCH2CH2CH=COCH3CH3ICH3或精选学习资料 - - - - - - - - - 名师归纳总结 - - - - - - -第 20 页,共 20 页