Chapter2 Exercises-1 用系统命名法命名下列化合物 CH:CH; Key for exercises CH,CHCHCHCHCH,CH CH;CH2 CH,CHCHCH,CH, CH2 CH,CH, CH3 3甲基己烷 2,3,5-三甲基4丙基庚烷 Chapter2 Exercises-1 Chapter2 Exercise-2 写出下列化合物最稳定的构象，并用Newman 投影式表示 CH,CH; H.C CI 2,2,7-三甲基4乙基辛烷 CH H H CH; 4-异丙基庚烷 Chapter2 Exercise-2 Chapter2 Exercise-3 预测2-甲基丁烷在室温下进行溴代反应的主 要一溴代产物 Br ci CH.CH, CHCHCH,CH;Brz →CH,CCH,CH3 CH, CH3 1
1 Key for exercises CH3CHCH2CH2CH3 CH2CH3 Chapter2 Exercises-1 用系统命名法命名下列化合物 CH3CHCHCHCHCH2CH3 CH3 CH3 CH3 CH2 CH2 CH3 3-甲基己烷 2,3,5-三甲基-4-丙基庚烷 Chapter2 Exercises-1 2,2,7-三甲基-4-乙基辛烷 4-异丙基庚烷 Chapter2 Exercise-2 写出下列化合物最稳定的构象，并用Newman 投影式表示 H C3 Cl H CH3 Cl H CH2CH3 H H H H CH3 Chapter2 Exercise-2 CH3 H H H CH2CH3 H Cl H3C H CH3 Cl H Chapter2 Exercise-3 预测2-甲基丁烷在室温下进行溴代反应的主 要一溴代产物 CH3CHCH2CH3 + Br2 CH3 CH3CCH2CH3 CH3 Br hv
Chapter2 Exercise-4 Chapter2 Exercise-4 Draw each of the following compounds in their most stable chair conformation ·Ethylcyclohexane .trans-1-Isopropyl-2-methylcyclohexane cis-1-ethyl-2-methylcyclohexane trans-1.3-dimethylcyclohexane Chapter2 Exercise-5 Chapter3 Exercise-3 写出以下反应的主要产物 Write structural formulas and give the IUPAC name for all the alkenes of molecular formula HC CH, CH+HBrC-是 CH that contain a trisubstituted double bond. C-CH, (Don't forget to include stereoisomers) CH.Br CH; H,C Br B2 hy Chapter3 Exercise-3 Chapter3 Exercise-4 Name each of the following molecules in accord H.C CH.CH, with the IUPAC system of nomenclature H CH.CH CH, (1)入一 Br H (E)-3-甲基戊烯 (2)-3-甲基戊烯 (Z-2-戊烯 CI CH (2) (Z-1-氟-1-氯-2- 溴-2-碘乙烯 3-乙基-1-戊烯 2
2 Chapter2 Exercise-4 Draw each of the following compounds in their most stable chair conformation • Ethylcyclohexane • trans-1-Isopropyl-2-methylcyclohexane • cis-1-ethyl-2-methylcyclohexane • trans-1,3-dimethylcyclohexane Chapter2 Exercise-4 H3C CH3 CH3 + HBr Chapter2 Exercise-5 写出以下反应的主要产物 CH3 Br2 hv H3C C H C CH3 CH3 CH3 Br H C3 Br Chapter3 Exercise-3 Write structural formulas and give the IUPAC name for all the alkenes of molecular formula C6H12 that contain a trisubstituted double bond. (Don’t forget to include stereoisomers) Chapter3 Exercise-3 H3C CH3 H CH2CH3 H3C CH2CH3 H CH3 (E)-3-甲基戊烯 (Z)-3-甲基戊烯 (1) (2) Br Cl CH3 H (3) Chapter3 Exercise-4 Name each of the following molecules in accord with the IUPAC system of nomenclature (Z)-2-戊烯 3-乙基-1-戊烯 (Z)-1-氟-1-氯-2- 溴-2-碘乙烯
Chapter3 Exercise-5 Chapter3 Exercise-5 Place a double bond in the carbon skeleton shown so as to represent a) (a)(Z)-1-Methylcyclodecene (b)(E)-3-Methylcyclodecene (c)(E)-5-Methylcyclodecene (d)(E)-1-Methylcyclodecene CH Chapter3 Exercise-6 Chapter3 Exercise-7 写出HI与以下化合物反应的主要产物 已知一化合物分子式为C,Hg,与KMnO,H ·CHCH2CH=CH2 (1)CH,CH,CHCH, 共热，得两分子CO2,一分子丙酮酸，推测 ·(CH2C=CHCH 原烯烃结构 ·CF,CH=CHCI (2)(CH)CCHCH 0 H.C-C-COOH HC-C-C=CH, (3)CF,CH,CHCI 丙酮酸 Chapter3 Exercise-8 Chapter3 Exercise-9 下列化合物与等物质的量的Br,发生加成反应 写出以下反应的主要产物 时，可能得到哪些产物 () HB、 ) (2) (2) △ Br2_BrCH,CH,CHBrCH, (3) HCI 3
3 Chapter3 Exercise-5 Place a double bond in the carbon skeleton shown so as to represent (a) (Z)-1-Methylcyclodecene (b) (E)-3-Methylcyclodecene (c) (E)-5-Methylcyclodecene (d) (E)-1-Methylcyclodecene CH3 Chapter3 Exercise-5 CH3 (a) CH3 (b) CH3 (c) CH3 (d) Chapter3 Exercise-6 写出HI与以下化合物反应的主要产物 • CH3CH2CH=CH2 • (CH3 ) 2C=CHCH3 • CF3CH=CHCl CH3CH2CHCH3 I (1) (CH3 ) 2CCH2CH3 I (2) CF3CH2CHCl I (3) H3C C O COOH 丙酮酸 Chapter3 Exercise-7 已知一化合物分子式为C5H8，与KMnO4 /H+ 共热，得两分子CO2，一分子丙酮酸，推测 原烯烃结构 H3C C C H CH2 CH2 (1) (2) Chapter3 Exercise-8 下列化合物与等物质的量的Br2发生加成反应 时，可能得到哪些产物 Br Br Br Br Br Br + Br2 (2) HCl (3) HBr (1) Chapter3 Exercise-9 写出以下反应的主要产物 Br BrCH2CH2CHBrCH3 Cl
Chapter4 Exercises-1 Chapter4 Exercises-1 完成下列反应方程式 CH,CH=CH, CHCH-CH, CHCHCH CH.CHCH, 3 Br2 Br2 Br CH.CH.CH FeBry (1) Br2 Br Br CHBrCH=CH, CHBrCHBrCH,Br CH2CH2CH: CHCICHCH Br2 CL (2) CCL Chapter4 Exercises-2 Chapter5 Exercise-6 写出用苯或甲苯制备下列化合物的反应 写出下列化合物的结构式及构型 ·对硝基氯苯苯先氯化再硝化 ·cis-4--isopropyl-l-methyl-cyclohexane(优势构 ·对硝基苯甲酸甲苯先硝化再氧化 象) ·间硝基氯苯苯先硝化再氯化 ·meso-2,3-dichlorobutane(Fischer式) ·间硝基苯甲酸甲苯先氧化再硝化 ·(2R,3R)-2-氯-3-碘丁烷(Fischer式) Chapter5 Exercise-6 Chapter6 Exercises-1 CH, 下列卤代烃发生S、1反应速度由大到小的顺序 H CI 一H 是 (1)>(2)>(3)>(4) H -CI H- (1)CHCH=CHCH,CI CH, CH (2)CH,CHCICHCH, (3)CH CHCH,CI (4)CH,CHCH=CHCI 4
4 CH2 CH2 CH3 (1) Br2 Fe CH2CH2CH3 (2) Cl2 hv Chapter4 Exercises-1 完成下列反应方程式 CH2 CH2 CH3 Br CH2CH2CH3 Br + CHClCH2CH3 Chapter4 Exercises-1 CH2 CH=CH2 Br CHBrCH=CH2 Br CHBrCHBrCH2 Br Br CH2 CH=CH2 (3) Br2 FeBr3 Br2 hv Br2 CCl4 Chapter4 Exercises-2 写出用苯或甲苯制备下列化合物的反应 • 对硝基氯苯 苯先氯化再硝化 • 对硝基苯甲酸 甲苯先硝化再氧化 • 间硝基氯苯 苯先硝化再氯化 • 间硝基苯甲酸 甲苯先氧化再硝化 Chapter5 Exercise-6 写出下列化合物的结构式及构型 • cis-4-isopropyl-1-methyl-cyclohexane (优势构 象) • meso-2,3-dichlorobutane (Fischer式) • (2R, 3R)-2-氯-3-碘丁烷 (Fischer式) Chapter5 Exercise-6 Cl H CH3 H I CH3 H Cl CH3 H Cl CH3 Chapter6 Exercises-1 下列卤代烃发生SN 1反应速度由大到小的顺序 是 (1) CH3CH=CHCH2Cl (2) CH3CHClCH2CH3 (3) CH3CH2CH2Cl (4) CH3CH2CH=CHCl (1) > (2) > (3) > (4)
Chapter6 Exercises-2 Chapter6 Exercises-3 写出下列化合物脱卤化氢的主要产物 写出正溴丁烷与下列试剂反应的产物 ·2-甲基-5-溴己烷 CH,CHCH,CH=CHCH, ·NH3 CHCH,CH,CH2-NH> ·2-甲基-3-溴己烷 CH ·KOH/H,O CH,CH,CH,CH,-OH ·5-甲基4-溴-1-己烯H,C-C=CHCH,CH,CH3 ·CH,CH,ONa CH,CH,CH,CH2-OCH2CH; CH, ·Nal(丙酮) CHCHCHCH2-I -省出， CH ·NaC=CH CHCH,CH,CH,-C=CH Chapter6 Exercises-4 Chapter6 Exercises-4 写出下列反应的主要产物 NaOH/H,O CH,CHCH, () CH,CHCH; OH B NaOH/EtOH (2) -CHCHCH; =CHCH, Br Chapter6 Exercises-5 Chapter6 Exercises-6 有两瓶无色试剂标签丢失，请根据以下实验 选择合适的试剂完成下列转变 判断哪个是氯苯，哪个是氯化苄（分别加入 硝酸银溶液)试管1为氯苯，2为氯化苄 -CH,→CH,CH,CHCOOH CH 5
5 Chapter6 Exercises-2 写出下列化合物脱卤化氢的主要产物 • 2-甲基-5-溴己烷 • 2-甲基-3-溴己烷 • 5-甲基-4-溴-1-己烯 CH3 CHCH2 CH CHCH3 CH3 C CHCH2 CH2 CH3 CH3 H3C H C2 C H C H C H C H CH3 CH3 Chapter6 Exercises-3 写出正溴丁烷与下列试剂反应的产物 • NH3 • KOH/H2O • CH3CH2ONa • NaI (丙酮) • NaC≡CH CH3CH2CH2CH2 -NH2 CH3CH2CH2CH2 -OH CH3CH2CH2CH2 -OCH2CH3 CH3CH2CH2CH2 -I CH3CH2CH2CH2 -C≡CH CH2CHCH3 Br NaOH/H2O CH2CHCH3 Br NaOH/EtOH (1) (2) Chapter6 Exercises-4 写出下列反应的主要产物 Chapter6 Exercises-4 CH2CHCH3 OH C H CHCH3 Chapter6 Exercises-5 有两瓶无色试剂标签丢失，请根据以下实验 判断哪个是氯苯，哪个是氯化苄(分别加入 硝酸银溶液) 试管1为氯苯，2为氯化苄 ① ② CH3 CH3CH2CHCOOH CH3 Chapter6 Exercises-6 选择合适的试剂完成下列转变
Chapter6 Exercises-6 Chapter6 Exercises-6 CH,HBr CH.CHCH,CH Me anhydrous Et,O CH,HBr CH,CHCH.CH,NaCN/EIOH Br Br CH CHCH CH, co：→cHic4,ciH (2)H,0* CH,CHCH,CH,HO-CH.CHCH.CH MeBr COOH CN COOH Chapter7 Exercise-1 Chapter7 Exercise-1 Each of the following alcohols has been CH CH, CH; subjected to acid catalyzed dehydration and H.C-C=C-CH, yields a mixture of two isomaric alkenes. Predict which one is the major product. H,C OH OH CH,CH Hc--音cH OH H 6
6 Chapter6 Exercises-6 CH3 CH3CHCH2CH3 Br CH3CHCH2CH3 COOH CH3CHCH2CH3 MgBr HBr anhydrous Et2O Mg (1) CO2 (2) H3O+ Chapter6 Exercises-6 CH3 CH3CHCH2CH3 Br NaCN/EtOH CH3 CHCH2 CH3 CN CH3 CHCH2 CH3 COOH HBr H3O+ Chapter7 Exercise-1 Each of the following alcohols has been subjected to acid catalyzed dehydration and yields a mixture of two isomaric alkenes. Predict which one is the major product. H C3 C CH3 OH C H CH3 CH3 H3C OH H OH Chapter7 Exercise-1 H3C C CH3 C CH3 CH3 CH3