有機(jī)化學(xué)-第二版答案(全)

《有機(jī)化學(xué)》第二版習(xí)題參考答案第二章烷烴)))3322233232223)))H33232322325223)HH)322522332252)H)323233322533BrBrBrHHHHHHHHBr）））)34322233323、),)32333222233323)3232332232、-1-第三章烯烴—2——2322HH(4)HCCHCH(5)(6)(7)23或溴、CH3CHCHC(3)3CHCHCHCHCHC(1)(2)3233223323ClClOHBrCH3(4)CHCHC3(5)CHCHCH323323OHOHOHCH3(6)CHCHCOCH(7)CHCHOCHCHCH3233323Br)C++3+3333:＞＞)C+++323333:＞＞3223233))用:O32324322232333233HHO242BHO℃②2622223O②HO③32222）323CHCHCHCHCHCHCH3CHCH3322332或HCCH3HC332-2-23H2H323或H3H2、)及)322233322332.、①℃②，22第四章炔烴二烯烴)炔)炔)炔、(2)(1)HCCHCHCHCHCCCH2C≡CH33CH3CH3(3)(5)(CH)CHCCCH(CH)(4)(6)HCCCHCHCCH323222CHCHCH2CH=CHC(CH)=CH22n232）)3323、322322332223232323,,3233333],33323、H①H②2242①H,林德拉催化劑②BHO①制取烷,林德拉催化226222)②加)③23223、OCHOCN(1)(2)(3)(4)2CHCCHCH2nOClO、++222222+2322-3-H，林德拉催化劑、(1)①①AHCCHCHCHBr（）232②HBrNaNH2HCCH+HCCNa（B）液氨HgSOHOHSOA）（B）還原CHCCCH2244TM33++H+2、NaNH2(1)HC≡CHHC≡CNaHBr,ROORHC≡CNaCHCHCH=CHCHCHCHCHBr3223222HSO,HOCHCHCHCHC≡CHCHCHCHCHCOCH242322232223HgSO4500℃Na(2)CHCH=CHClCHCH=CH2HC≡CH322Cl2CH2CHCl+2CHClCH2C≡CHCHCOCH223HO,HgSO,HSOCH2CH222424NH,O2(3)CHCH=CH3CH=CHCN322催化劑ClCNCN+Cl2CNCl、①②24、..、...:)22第五章脂環(huán)烴-4-3333、(1)(4)(2)(3)(5)(6)3(7)、H3HH(3)CHCH(CH)(1)(2)CH(CH)3CH(CH)323232HHCH253HHHH(CH)C(5)33(4)(CH)C33H3、H/Ni2CHCHCHCH3223Br2HI(1)CH3CHCHBrCHCHBr322CHCH(I)CHCH323CH3H/Ni2BrCH3Br2Br3(2)OHC3OO3Zn/HOO2CHCO(CH)CHO324HCBrHBr32BrBrCH=CHCOOCH(3)COOCH22525-5-3Br3光++(4)Br2HBr、33HC3332HC3、3233第六章單環(huán)芳烴、NO2NO2NO2BrCHCOOHOH25(1)(4)(8)(2)(3)HCCH5225CHNO2CHClOH2SOHON3(5)2(6)(7)IONNO2NO2Cl2②）24324)②32324BrNHCOCH3CHCOOH25、(1)(5)(2)(3)(4)(8)COOHCOOHCH3COOHNO2OH3(6)(7)3OHOHOHOHBr3(10)(9)(11)(12)CH333H3-6-CH25(2)(3),光2(4)322AB。ABAB＞＞＞苯＞苯＞＞＞＞＞＞＞②③②③②②②②①②③②22①②光③22323光②③2333①②323OOVO25(5)OOO2OOOOAlCl3SOCl2+OOAlCl3ClOCO、OCH3CH33CHCOOHCOOHBCDEAOC≡CH25O、-7-第七章立體化學(xué)342804023）））、********HOCHHDH25（）（）CH3)Br（）(2)BrF(3)HC6、(1)ClH5232BrClCH33NH2HOHOHClH(4)(2S,3R)(5)(6)（）(2R,3R)HHClCH3CHOHH2（）為內(nèi)消旋體、CH3CHCHCHCHNH22232BrHOHBrH(1)(2)(3)HHOHOHCHOH3Cl2CHCHOH2523HHOHOHBr(4)(5)(6)CHOH3CH3CHCHOH25H2、CHCHCHCH25252525(1)HCH(2)(6)(3)HCCl(4)HCHClH3332CHCHClCHCHClCHCH22222525CHCHCHCH25252525HCHHCHHHHCHCl(5)HCH(8)3(7)3Cl33HClClH3CH3333223223223233323-8-22323332332323、HCHCCH3HCBr333HBr+CH2BrBr(C)CH3BrBr(B)(A)BrHC+(CH)COK3(B)≡(A)33HC≡2CH23BrHCCH33(CH)COK+(C)(A)33(外消旋體)HCCH22BrBr(CH)COKO33①+HCCH22OO2②Zn,H2O(D)第九章鹵代烴溴氯溴）22332Cl23222(2)Br(4)(5)BrBr22233333223222222ClClBrI(4)(5)3333323）3223323+CH32322225222-9-CHNHCHCNCHOCHCHICHOH22222522(12)3222322B+32223223I+3222322223222+3222232223））32633222323＞＞223223＞＞33＞＞）＞＞332233222b:CHBrCH3∨∨222＞）＞）322322332＞＞）322232333）＞）＞）32233233222CHBrCH3CHBrCH3CHBrCH3CHBrCH3(2)∨∨∨3NO23S23222N）S1）S233N32NS。）比322S2S1S2）S1）S1S2S2NNNNNNNH-10-②②③2②③④2②③Cl22②③22②③④HO⑤222②②2②H③22②③2②2②③HO22②HO22②③④⑤23223CAB232332323232323323233222第十章醇和醚））②)23-11-和))CH332322653H)65323333＞＞+或+32233322+或+33233233+CH或CH+32656532H或CH+36536533(1)CHOHHCHO3CHCHCHCHPBr3CHCHCHCHBrCHCH323323323+CHCHCHCHHOCHCHCHCH3323323CHCHOH22PBr3CHCHCH(2)CHCHCHOH3223223CHCHCHHCCHCH(OH)CHCHCOCH322322323333+HO3HCCHCHCH3223OH+(3)+CHCHHOCHCHCHOH332232++CHCHOCHHOCHCH(OH)CH33333PBr3(4)(CH)CHOH(CH)3232(CH)))323232(CH)OH(CH)32232H+O(CH))△+HO(CH))323233232OH2②H③④H⑤3222-12-(6)CHCOCH3CHCH=CH332CHCHCH=CH2CHCHBr2322AlCl3-H2+CH=CH22CHCHMgBr+CHCHC(OH)(CH)+△CHCH=C(CH)HO222232232333O2HO②O②22HO②③/醇2②③④HO32②HO③④++32232CH②③I④⑤253332234和酮①②③HO④H+332)332:或3233222、：)3：)3C：)3323232CH3CH3CH2CH3+H+HCCCHCH+、HCCHOHHC323323OCH3CH32①O-H+HCCHCCO3+CHCHO3333OCH3CH32、)))323232323323332CHH32232525)332322233323)3232))333)))322233232-13-加)323②++322332323)+)+3232223322322NO2+6+OHCHI（）ONCH（）CH223323O②23O②HH+22③⑤324O②③23O/②HO22②HO2②③④2324233+→+HO332由→②由→223222③→④HO32222III，3322233223II33232322223)32423m=mICHON，343mCHI11.62/2354.24/3393==4（此化合物分子中所含數(shù)）3m化合物++、HC++H3322322+H+-+(2)HCOOHO3322O322第十一章酚和醌-14-OHOHCOOHOHBr2BrBrCl(1)(5)(2)(4)(3)、NO22ClOHOOOHCOCH3SONa(CH)C)(7)33333(6)(8))33OOHOHOOSOH3(10)(12)(9)HOS3OO3(11)OH3NOHOHHC333-+++FeCl3、(1)6H+Cl-6FeO36OHOHOHOHBr3OHCH3+NaOH33+Br/HO(2)(4)(6)(3)22BrCH3OHOCOCH33CH3CH3CH3+CHCOCl(5)(CHCO))O+332OHOH33+ON3+2HNO(稀)3(主)(次)NO2OHOHOHClCH33(7)(8)Cl(過(guò)量)+2ClOHOH3HOS3+3(次)+3HSO(濃)24主()SOH3-15-3OOH3CH33)SO4(9)NaOH+32OHOHCH33+H或HO-+3HOHC(10)2CHOH()(次)主2②3＞＞＞②+CH②253③+②③H④+2CHI25②③④⑤222②I3NOH)OHOH(HC)C(HC)C)同(3))HNO333333333(8)322H24NO2②③④HO+21②CH③25323、Cl22CHCH=CH2CHClCH(OH)CHClClCHCHCH23222℃OOCH23332①磺化同(6)OCHCH22②堿熔O3+HOOH322-16-→②I3CHCHBrCHCHOHCHCHOH222222(2)PCl5OHOH②，+33OHOHOO或或(A)OO(B)OHOH3、(A)(B)(C)I3第十二章醛、酮、1OO33(1)CH(2)C(4)(3)CHCHCHO3232(5)(6))(7)232222OHOOO(8)r3(9)(10)CH322326532232332323323OO322323(11)CHCHCOONH,AgCHCHCH=NOH(12)(13)NHN=CHCHCH3243223+、(1)HCCH=CHCHO(2)+COONaHCHOHCCHOH32332-17-(3)HCOH+(5)(4)HC323(1)(2)、COONa(3)+COCH3CH(OH)CH323ONOH2(4)CH3CH33＞＞＞333332＞＞＞223223OHOH3OOHO(1)CHCHCH，CHCHCHOH(2)，，3223222CHCH3CHCH223(CH)OCHOCH322525(CH)CCH，(3)(CH)CBrCHO(CH)CBrCH32)3232OCHOCH322525OH-OH3(4)，，，②BH,HO/OHH,+△32622(1)CHCH=CH、CHCHCHBr32322過(guò)氧化物HC≡CH2NaNH2液氨NaC≡CNaCHCHCHCHCHCH3222C≡C32223HO2CHCHCHCOCHCHCHCH3222223424(2)CHCH=CHCHCHBrCHCH323333干醚CHCCCHCHCH①32233223+CHCHHO,△②333-18-CrO/吡啶3CHCHO(3)CH=CH22①HSO4CHCHOH2323②HO2+HCCHCH=CH2O2,△HO2232O△OHOHHCCH2O2①干醚CHCHOCHCH3CHCH(OH)CHCHCHO2222322②干+OHO3稀OH-CrO/吡啶△(4)CHCHOH3CH323OCHH25253CHCHCHCH3干OCHO25CHOCHOH33HCCHC3、A：HCCHCHCH：333CHCHCHCHCHCH333223：HCCHCOH和HCCHCOH33CHCHCHCH3223O、A：CHCHCH23-132O：CH2C3-132:))3223)或)B3223232322322OHCCCHCH(OCH)、3232-1。323OCHOCH2525、A：：CHCHCOCH2233OCHOCHOH2525：：：COOHCOOH-19-CHCHC≡CCH(2)(3)、(1)33333(4)(5)(6)(CH)C)HC3ClCHCHCl32233333為C-1是。32))32233223)：33323223)第十三章羧酸及其衍生物HCHCOH(4))(3)(1)(2)32OOOOHCCCOOCHCOOC3(7)(8)(5)(9)23(6)3OHC222HH(10)(11)2225HC22HNHCCHCHCH(12)2CH2(13)n(14)n2HN2OOO3＞＞＞＞F＞＞＞CH＞CH3236525＞＞＞＞)②I+）3223)②△②4322O②323②H3325、))3332232-20-O)33232)H)2322532、+HO白色結(jié)晶3CHCHCHCHOCHCHCHCHO322322△×××CHCHCOCHCHNaHSO3（飽和溶液）32232,4-二硝基苯肼CHCHCHCOOH322CHCHCHCHOH3222+HO3CHCHCOCHCH黃色3223△×H+溶于水NaOH/HO水層油層CHCHCHCOOH油水分離3222×不溶于水HCOCO33CH(1)(2)3HC3COO3HCCOCHCH222(3)(4)HCCO(5)CO+HOO222CH2OHCCHCH33：H+）PO3352325+H432(2)CH+，①②HO；2533CH25H322OO；；、LiAlH4PBr3(1)CHCHCOOHCHCHCHOHCHCHCHBr32322322+NaCNHOCHCHCHCOOH3322△Cl2HO-KMnO4(2)CHCHCHCOOHCHCHCH(OH)COOHCHCHCOOH3222232PH+△2+過(guò)氧化物NaCNHO223HBr△-21-CH2CH2HOCHCHOH(4)CHCOCHCHCBr(CH)22OO32232HClHCCCHCHCBr(CH)32232MgCO2HO+CHCOCHCH)COOH3干醚32232CHCHCOCHCOOH222(1)O(2)(3)、COOCH25CHCHCOCHCOOH22COOCH225OBrOH(4)(5)O(6)HCCCOCCHC3253H3CHCHCO3CHCOOCHCN32(8)225(9)(7)(10)2CHCHCHCOCHCOOCH322225、＞＞H＞)＞)333325332333(2)ON∨O∨∨2332322323HCNCuCl2CHOH,HO(1)HC≡CHCH=CHCN32CH=CHCOOCH223△HSO24+NaCNHO△CHCH(CH)COOH333HBr(2)CHCHCH(Br)CH3333+MgCO2HO3CHCH(CH)COOH干醚33+NaCNHO△CHCHCOOH3652Cl2光(3)CHCHCHCHCl653652+MgCO2HOCHCHCOOH3652干醚+NaCNHO△(4)Cl2P3322322+HO△HOBrNaCN3222222+HOHCNOONO3323-22-+Br2PHBrNaCNHO△CHCH(Br)COOH(7)CH=CHCHCHBrCHCHCOOH33223232CHCHCHOHOCHOHZn32225CHCH(Br)COOCHCHH325325+干醚HClHO233H2Pd/BaSO4PCl5CHCHCOOHCHCHCOClCHCHCHO323232333HOBrZnCHCOOCH2(8)225HClCHCCHCOOCHCOCH3CHCCHCOOCH32253225OHOZnBr[O]Br2PCHOHCHCHOHCHCOOH25COOH3232+△ZnCOOCHBrZnCHCOOCH225225OOZnBrOHHOHO(9)BrZnCHCOOCH22225CHCOOCHCHCOOH225HCl2O——3232＞——3222222＞———222322＞F——2222＞——322222、H2252H)2253223OOOHH2225225(A)(B)(OCHOHOCH2525HC3CH3CH3CH3223323323-23-第十四章β二羰基化合物—3222322OH.323325O.3232、OCOCH（CH）COOCH+CHOHCHCHCH+(1)(3)CHOH(2)(5)32525322525CH3OHCCHCOOCH++325CHOHCHOHCHO2525COCOOCH252(4)HCOCH+CHOH2252522CHO(1)；CHOCHOCH,H,H2532532325/干,H)2232652(CHCCHCHCOCHHOOCCHCHCHCOCH，(4)H)，223252223252CH2CH2OHOOCCHCHCHCH(OH)CH223CHCHOCH2，6523-CH=CHCOCHNaOCH3、CHCH23CHCH65226565265CH22CH2O-222OONaOCH3CHCCHCCHC-6565653CCCH2C33OOOCHCHCH656565CH2222CHOHCHC-HOCHC3652365C3△COOCHCH6565-24-Cl2P①NaCN2CHOH[O]CHCHOHCH(COOCH)35322252②HO+H+3NaBrNaBr(1)CHCHOHCHCHBrCHOHCHBr323233HSOHSO2424CHONaCHBrCH(COOCH)25NaHC(COOCH)CHCH(COOCH)25225225225252①CHONa+-CO252CHCHCH(CH)COOH②CHBrHO323△32O2Ag+HCCH2(2)CHCHOHCH=CH222O32△+HO3NaBrHSOMg干醚CHCHOHCHCHCHCHBr32323224NaBrCHCHCHCHOHCHCHCHCHBr3222HSO322224CHONaCHCHCHCHBr+-CO2△CH(COOCH)322225CHCHCHCHCHCOOH225232222HO2NaBr+NaCN(3)CHCHOHCHCHBrCHCHCNCHCHCOOH32323232HSOHO242LiAlH4+Br2CHCHCHOHCH=CHCHCHCH(Br)CHBr3222332△-HO22CHONaCHCH(Br)CHBr2CH(COOCH)25H)322252252+HO-CO2△CHCHCOOH22HCCHCHCOOH232+Br2(4)CHCHOHCH=CHCHBr3222△-HO2222CHONaCHBrCHBr2CH(COOCH)252NaCH(COOCH)222252252CHCH(COOCH)22522CHONaCHBrCHBr2522CHCH(COOCH)2252COOCHCHOCO+-CO2△2525HOOCCOOHCHOCOCOOCHHO22525-25-2CHONaH+-CO2H)2225252252HHO2△25:CHH32H253233225325++△NaBr(1)CHCHOHCHCHBr3232HSO42①CHONa①CHONa5%NaOH25CHCOCHCOOCH25CHCHCH(CH)COCH3225②②32253CHBrCHBr2525(2)CHOHNaBrCHBr33HSO24①①②CHONaCHONa40%NaOH2525(CH)CHCOCHCOOCH323225②CHBrCHBr33Cl2PCHCHOH[O](3)CHCHOHCHCOOHClCHCOOH32ClCHCOOCH2253232H+①CHONa5%NaOH25CHCOCHCOOCHCHCOCHCHCOOH3225②322ClCHCOOCH225H+Br2(4)CHCHOHCHBr3222-HO2①2CHONa5%NaOH252CHCOCHCOOCHCHCOCHCHCHCHCOCH3225②322223CHBrCHBr22NaBrMg干醚(5)CHCHOHCHCHMgBrCHCHBr323232HSO42+①②CHCHMgBrCrO/吡啶CHOH32CHCHCHOHHCHO33322-HO+HO23Br2HBrCHCH=CH2CHCHBr3光過(guò)氧化物222①2CHONa5%NaOHCCH3OCHCOCHCOOCH253225②BrCHCHCHBr222322、HH322532325CHHH252532532323第十五章硝基化合物和胺、3-26-、3NHCOCH3NO2NCH(2)CHNH·HSO(3)(4)(1)(5)2532243CHNH22CHCHCHNHNH2N=C=O22222(6)CHNC(8)(7)3CHCHCHNH222、①)②3233NH23溶解√√(2)NaOH2HO2不溶解3×)323O22HO-CHCHCHNHCHCHCHNH√32223222HCl(1)CHCHCHNO××+3222NaOHHO溶于水CHCHCHNO3222(CH)CNO2332HO-HNCOOHOH√溶于水√溶于水溶于水HN2COOH2過(guò)量HClNaOHOH不溶于水(2)(3)HO22油×(CHCH)N溶于水323+CHCO(CH)CH×××CHCO(CH)CH√HO32333233HO2△NaHSO32-溶于水CH(CH)CHNHCH(CH)CHNH×3242232422稀HClCH(CH)CHOH×不溶于水3242＞氨＞＞＞＞＞＞-＞＞-27-22NHCOCH3(4)∨NH(5)NH∨∨,,),)N32323222323223CH3HCCH3233HC3HC33HO-+N+；(2)HO-；2333CHCH2+2)+HO33HC23OOCHCHCHCHCHCH265265265(3)；；；H)NOH)HNH)H25225222522O、①SOCl②NH3[O](CH)CHCHCOOH2(1)(CH)CHCHCHOH3222322Br2(CH)CHCHCONH(CH)CHCHNH32223222NaOH33)))3222322223222PCl3NaCN(CH)CHCHCHCN(3)(CH)CHCHCHOH(CH)CHCHCHCl322232223222H,Ni(CH)CHCHCHCHNH2322222H,NiBr22NaCN=CH2H2222222222HBrNaCN=CH223232Br2+HO32NaCN(6)CHCH=CH2HOOCCHCH(CH)COOH323△①2②3-ON3ON2222、33COOHCOOH混酸KMnOFeHCl+4(1)△NO22NO22222H2SO4)S42△23-28-NO23混酸FeHCl(3)+(CHCO)OHNO332(CHCO)O32NH2NO23+HOFeHCl+NH23△33333ON-ONNO2混酸混酸FeHClHSO(5)+22224△+NO2NO2NHH+NHH232322混酸FeHCl+SONH2SOH3NO2ClSOH3NO22(7)3NO232混酸FeHCl+NHCH23Cl2光CHCl2SOHBr333①CHIBr2FeBr3HSONaSO3(8)324②NaOH熔融O①②3①+3Mg干醚HO①NK3②PBr3OOCHCHNH②CHCHBrNaOHHO222222OCH3CHBr2NKCHNH2CHN(CH)+2①233NBS(9)3CHBrBr-O3②NaOHHO2-29-33SOCl2混酸[O]AlClNO23ONNO2NO232混酸硝化FeHClCHCOCl+33還原乙?；疌)]I+–222322222223322CHCH32CH2N第十六章重氮化合物和偶氮化合物、CH3OHCH3CH3Br3CN，；；NaNOHCl；；；；4、(1)FeHCl2CH3FHN2HC；3NNCH33CHCHCHH3322ClCl(2)(3)(4)HCH2CHCHCH223-30-N2+)、(1)重氮組分32HOS3OH重氮組分重氮組分(2)(3)N2+N2+NNCH3偶氮組分CHCONH3N2+N2+重氮組分偶氮組分OH(4)NaOS232(5)N2+偶氮組分SOH3NH2ClClNO2ClCl(1)Fe，HClFeClNaNOHSOCHOH2253ClCl2Cl24CH3CH3NH23CH3，CHOH25混酸NaNOFeFeBrHCl2(2)(3)3HSO2BrBrBr42BrBrNH2NH22，混酸發(fā)煙HSOFeHClNaNOHClKCN2422HNO23OHNH2，3+BrHO3①NaNO2HSO224(4)(5)，②HO△2BrBr32333，，NaNOHSO混酸HNO+①②FeHCl(CHCO)OHO3233224NO2CHOH25NO2NHCOCH3BrNH233BrBrBr，(CHCO)O混酸+①NaNOBr2FeBrHSO2(6)HO33224②CHOH53NO22NO2NO2-31-NHCOCH3NHCOCH3Br2NO22BrBrBr(CHCO)O混酸Br2FeBr+HO3(7)323NO2BrNO2COOHBrCOOHBr，①+NaNOHClHO3+①②HBrFeHClNaNOSO2224，②KCNCuCNCHOH52NO22CNCOOH①NaNOHCl+HO3△[O](8)2，②KCNCuCN33COOH)NO2232混酸7、(1)FeHCl2CHOH3弱酸性NNNCl)2HCl32NaNO2333混酸HClNaNOFeHCl(2)22NH2NO2NCl弱酸性2NN2HC23混酸發(fā)煙FeHClHSO2HNO4NO22CH33CH33①，熔融HSO2NaSO2(3)43②+3弱堿性SOHOH33NN3混酸+HO3△①FeHClNaNOHClNCl22NClNH22混酸FeHClHSO2(4)4NN180℃～190℃HOS3SOH弱堿性O(shè)H3OHNaSO①，熔融HSO242380℃∧②H+-32-NCl32CHCOCl+(5)混酸FeHCl混酸①HO33CHCOOH②NaNO，HCl32NO2)混酸FeHCl2CHOH32弱酸性3NN(CH)NNO2ONN322233NNFeHClNaNOHCl混酸(6)(7)CH3HC33NCl2OHCO2PCOONaNN弱堿性NaOSOHCOONa3NCl⑷2SONa3CH3OH3，熔融(8)2HSO4NaSO①NaOH23OH②H+NN弱堿性HC333混酸CH3NaNO2HClFeHClNCl2NO2Br3(2)NO2(1)Cl、、NH2NH2NH2NH2NH2CH3OH(1)，，(3)(2)，SOH3)SOHSOHNH2NH23233NNHC)3323HN2NN3第十七章雜環(huán)化合物-33-CH3ClI-、(1)(3)(4)(2)N+NHOHC3O3(6)，(5)(7)，SOHCOOHNCHOCHOHS3OOO2COOHCHCOOH2(10)(8)(9)NHNHOHNOH(1)NaOH××溶于濃硫酸SHSOHSOS324不溶于冷硫酸×CHO(3)(2)NH紅色×(無(wú)顏色反應(yīng))5×浸過(guò)濃鹽酸的松木片NH2紅色NHCHO3OSOH溶于濃硫酸×不溶于鹽酸溶于濃鹽酸濃SS3(1)(2)4HCl×不溶于冷硫酸√N(yùn)N×(3)餾出物餾余物蒸餾HCSOCl32NHNOSCH32、(1)，，-(2)COOH(3)CHOH+OONHI2OHC33+HOCOOHCO3CHCHCN△H2，Ni(4)H2，(5)22CHCHCNHCl；22SCOOH、(1)(2)(3)(4)ONCH3SSSNN23-34-(5)23NH3(6)(7)HCO(8)SS3S3＞氨＞＞＞NNNNN，，，HCCH3NHO3OSNN(1)ZnO-CrO-MnO，H2PtHClCHO232ClCHCHCHCHClOO2222HO400℃～415℃NaOHHO2，HOCHCHCHCHOH222222NaNO2HSO4(2)NHO222NN+HOCHCOONOBr2①M(fèi)g，干醚②CO2(3)ONO2ONO23NO222OO-5℃～-30℃混酸FeHCl(4)CH3+HC23OHCHOCHCCHOHHC2HSO4HCHC23HCCHOH233NHNHCH2CHOH2，HSOCHNO265HC[O]HC2433-HONHN2OHCrO/吡啶(5)CHOHO-CHCHCHOHCHCHCHOO稀3CHCHCHO32232OCH3①Ag(NH)OH△CHCCHO332CHCCOOHOO②H+3CHO;O542第十八章碳水化合物DD-D-D--35-HHH656565HHCH26565(C)(A)(B)、CHOHCH2CHOHCHOHCH2CHOH2CHOHCHOH22H65HHHHHHHH65H、HHHH