ORGANIC CHEMISTRY Chapter 15 15.10 Effect of substituents on Reactivity and orientation Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 15.10 Effect of Substituents on Reactivity and Orientation
ORGANIC CHEMISTRY Chapter 15 HNO NO H2SO4 NO2 NO z=oh Me CI NO, CN o(%)4059306 17 p(%)603769<12 (%)<14 93 81 Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 Z HNO3 H2SO4 Z Z Z NO2 NO2 NO2 + + o- p- mZ＝ OH Me Cl NO2 CN o(%) 40 59 30 6 17 p(%) 60 37 69 <1 2 m(%) <1 4 1 93 81
ORGANIC CHEMISTRY Chapter 15 CH NO An activating group An deactivating group Ortho-para director Meta director More reactive than benzene Less reactive than benzene toward electrophilic substitution toward electrophilic substitution An deactivating group Ortho-para directors Less reactive than benzene toward electrophilic substitution Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 CH3 An activating group More reactive than benzene toward electrophilic substitution NO2 An deactivating group Less reactive than benzene toward electrophilic substitution Ortho-para director Meta director X An deactivating group Less reactive than benzene toward electrophilic substitution Ortho-para directors
ORGANIC CHEMISTRY Chapter 15 g Ortho-para directors NR2-NHR一NH2-OH-OR一 NHCOR OCOR-R-C6H5 -X g Meta directors NR3-NO2-CCI3 -CN SO3H CHO-COR-CO2R-CONH2 Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 Ortho-para directors NR2 NHR NH2 OH R OR OCOR NHCOR C6H5 X Meta directors NR3 NO2 CCl3 CN CO2R SO3H CHO COR CONH2
ORGANIC CHEMISTRY Chapter 15 15.11 Theory of Substituent Effects on Electrophilic Aromatic Substitution Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 15.11 Theory of Substituent Effects on Electrophilic Aromatic Substitution