有机化学教材McMurry39;sOrganicChemistry的课后习题答案第十章Chapter16

1、Chapter16一ChemistryofBElectrophilicAromaticSubsChapterOutlineElectrophilicaromaticsubstitutionreactions(SectionskA.Brominationofaromaticrings(Section16.1).CharacteristicsofelectrophilicaromaticsubsTheaccessibilityoftheitelectronsofan;bAromaticringsarelessreactivetoelectrcAcatalystisneededtomakethere

2、ad2MechanismofbrominationBi*2complexeswithFeBibThepolarizedelectrophileisattackedbyrate-limitingstep.c.ThecationintermediateisdoublyallylicaromaticcompounddThecarbocationintermediatelosesH4*fr(steptoregenerateanaromaticring.BOtheraromaticsubstitutionreactions(Section1(1Chlorinationandiodination.a.Ch

3、lorinereactsinthepresenceofFeC13bIodinationoccursonlyinthepresenceofc.Fluorineistooreactivetobeuseful.Nitration.a.AmixtureofHNO3andH2SO4isused1bThereactiveelectrophileisNO2+.cProductsofnitrationcanbereducedwitlSulfonation.a.RingscanbesulfonatedbyamixtureofbThereactiveelectrophileiseitherSO301c.Sulfo

4、nationisreversible Chapter16(c+若23HH:BasSn2displacementoccurswhenthenegativelychargedoxygenofdimethylsulfoxideattacksthebenzyliccarbonofbenzylbromide,displacingB厂BasebenzdimeelimreadChemistryofBenzene:EleChemistryofBenzene:EleChemistryofBenzene:EleChemistryofBenzene:EleaGisandAGmsAGis*(b)AGms(c)AGms

5、(d)AGmsNote:Inthisproblem,alargevalueforAGmeansalargerWhichofthefollowingcombinationsismostlikelytoundereaction?(a)(b)(c)Whichofthefollowingcompoundsisaromatic?(c)HowmanybenzeneisomersofC7H6BUcanbedi(a)1011(c)12(d)14Whichofthefollowingfunctionalgroupsisntam(a)-NO2(b)-N=O(c)-N(CH3)3+(d)NHO9Whichofthefollowingcompoundscantbesynthesubstitutionreactionthatwehavestudied?(a)zn-Cresol(b)p-Chloroaniline(c)2,4-Toluem10.Inonlyoneofthefollowingcompoundscanyour(reducingth