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1、OrganicSynthesisHomework(A)I.Trueorfalse(10points)Ifafollowingstatementistrue,Choose“T”;Ifitisfalse,Choose“F”.1.InElectrophilicAromaticSubstitution,theelectrophilemaybeachargedspecies,oritmaybeaneutralspecies.(T).2.Pyrimidine,asexpected,isevenmorestronglyactivatedthanpyri
2、dineinNucleophilicAromaticSubstitution.(T)3.AsinotherSN2processes,arylandvinylhalidesreactefficientlywithaminesandammonia.(F)4.Whereasacyclicethersandcyclicetherscontainingessentiallystrainlessrings(e.g.tetrahydrofuran)donotreactwithGrignardreagents,thestrainedsmallringcy
3、clicethersdoso,forthestrainisrelievedduringring-opening.(T)5.Pyridinewhosereactivitytowardselectrophilesiscomparablewiththatofphenol,coupleswithdiazoniumsaltsmainlyintheα-position.(F)Ⅱ.Selectthecorrectchoice,onlyonechoiceiscorrect.(20oints)1.Thecommonlyusedbases,inorderof
4、decreasingbase-strength,areB(a)Ph3C->NH2->OH->EtO-(b)NH2->EtO->OH->R3N(c)Ph3C->NH2->R3N>Me3CO-(d)EtO->NH2->OH->R3N2.Theconditionforfollowingreactionis:D(a)hn(b)base(c)AIBN(d)heat3.Whichofthefollowingcompoundsisinert(惰性)towardsaminesorammoniainSN2processes?A(a)CH2=CHCl(b)C
5、H2=CHCH2Cl(c)CH3I(d)CH3CH2Cl4.Whichofthefollowingcompoundsisenamine?C(a)(b)R2C=NH(c)(d)CH3CH2NH5.Asshowinthefigure,Yisasubstituent,whichofthefollowingsubstitutents(Ygroup)isthemostactivatinggroupinElectrophilicAromaticSubstitution?D(a)Br(b)CO2R(c)NO2(d)NH26.Thereactionbel
6、ongstowhichofthefollowingreaction?D(a)ElectrophilicAromaticSubstitution(b)Friedel-Craftsreaction(c)Chloromethylationreaction(d)NucleophilicAromaticSubstitution7.Thereactionviawhichofthefollowingintermediates?A(a)(b)(c)(d)8.Asshowinthefollowingreaction,thearylgroupprovidea
7、nchimericassistancetothereaction.Whichofthesubstituentsinthearomaticringgiverisetogreatestrateofmigration?B(a)p-Cl(b)p-OCH3(c)p-CH3(d)p-NO29.Theconditionforthereactionis:C(a)acid(b)base(c)peracid(d)water10.WhichofthefollowingcompounddonotreactwithRMgBr?D(A)CH3CHO(b)CH3COC
8、H3(c)(d)CH3OCH3ⅢWritethemajorproductofthefollowingreactions.(30points)1..2.3.4.5.6.7.8.9.10.11.1