AromaticityNomenclatureSlide 3Reactions (p. 1)PowerPoint PresentationSlide 6Mechanism (b)Substituent Effects on EAS ReactionsEAS Reactions of Substituted BenzenesTandem Reactions (a)Tandem Reactions (b)AromaticityNNNHSNAromatic Non-aromaticNon-aromaticAromaticAromatic Aromatic AromaticNon-aromatic Non-aromaticNon-aromaticNomenclatureOHN(CH3)2CH3CO2HCHOPhenol Toluene Benzoic acid Benzaldehyde N,N-dimethylanilineOCH3NCH3CH3OHNH2methoxybenzene E-2-phenyl-2-butene ethylbenzene 2-methyl-4-phenylheptanecyclopropylbenzene N,N-dimethylaniline 4-phenyl-2-pentanol 3-benzyl-1-pentanamineNomenclature•What is the positional relationship between the two substituents in compound A? ___________•What is the positional relationship between the two substituents in compound D? ___________•What is the positional relationship between the bromine and iodine in compound F? _________OCH3CO2HCH3CH2ClHOOCH2CH3BrFFIBrNO2OCH2CH2CH3A B CDEF1-ethyl-3-methoxybenzene3-chloro-4-propylphenol2-ethoxy-1,3-diethyl-4-propylbenzene4-bromo-toluene 2,6-difluorobenzoic acid1-bromo-2-iodo-4-nitro-5-propoxybenzenemetaparaorthoReactions (p. 1)Br2, FeBr3H2SO4CH3CHBrCH2CH3HNO3, H2SO4CH3CH2ClAlCl3AlCl3BrNO2SO3HCH2CH3Reactions (p. 2)1) AlCl31) CH3COCl, AlCl32) H2OH2SO4CH3CH2CH=CH2H2SO43-hexanolCH3CH2COCCH2CH3O O1) benzene, heat2) H2O2) H2OClCCH2CH3OCOCH3Mechanism (a)Cl2, FeCl3ClCl ClFeCl ClClFeClClClClClFeClClClClClFeClClClClClClClHBaseClMechanism (b)HNO3, H2SO4NO2O SNOOONOOOH HHO SNOOOOOOHHHNOOO HHOONOONOOHBaseNOOSubstituent Effects on EAS Reactions CH2CH3CCH3OCH2CF3CF3OHOCCH3OOCH3N(CH3)2CO2CH3NHCCH3OCN ClActivator ActivatorActivator Activator Activator ActivatorActivatorDeactivator DeactivatorDeactivator Deactivator Deactivatorortho/para ortho/paraortho/para ortho/para ortho/para ortho/paraortho/paraortho/parameta metameta metaCH2CH2CH3OCCH3OOCH3N(CH3)2CO2CH3CNClCH2CH3SET1SET2123 41 234EAS Reactions of Substituted BenzenesBr2, FeBr3H2SO4CH3CH2ClHNO3, H2SO42) H2OAlCl3Cl2, FeCl3H2SO4HNO3, H2SO4CH3CH2CH2ClAlCl3CH3NO2ClOCH3NHCCH3O1) CH3COCl, AlCl3CCH3OOHCH3CH3NO2CO2CH3BrCH2CH3CF3H2SO4CH3NO2ClOCH3NHCCH3OCCH3OOHCH3CH3NO2CO2CH3BrCH2CH3CF3O2NBrHO3SOHO3SClHO3SO2NTandem Reactions (a)NH2CH3Cl, AlCl3HNO3, H2SO4H2, Pd/CNO2 NH2Tandem Reactions (b)CH3CH2Cl, AlCl31) (CH3)2HCCOCl, AlCl3Br2, FeBr32)
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