Shown below are 4 resonance structures for the aniline bromination para-arenium ion intermediate. Based on your MO calculated charges, which one is the least contributing? Br PNH, What is the Heat of Formation (in kJ/mol) of the meta-arenium ion of aniline? Is it larger than that of the corresponding para-arenium ion you calculated? (yes or no) OBI WW hu was ruase rM3 Heats of Formation Energies (K aniline bromination Enthal aniline reactant: p-arenium ion intermediate: energ 89.1047 kJ/mol 822.369 kJ/mol anti anti acetanilide bromination Entha acetanilide reactant: p-arenium ion intermediate: energ -77.9037 kJ/mol 670.5892 kJ/mol N-phenylmaleimide N-phenylmaleimide bromination Entha reactant: p-arenium ion intermediate: energ -228.7030 kJ/mol 552.361 kJ/mol Name the compounds in increasing order of reactivity for bromina N-phenylmaleimide anti < aniline acetanilide Distribution of electrostatic charge on ring carbon atoms: 0.603 -0.908 NHA -0.509 0.484 0.482 -0.512 Which three ring carbon atoms hold a partial positive charge, in bo C1 C3 C5 Shown below are 4 resonance structures for the aniline bromination 396 Words E E Gas Phase PM3 Heats of Formation Energies (kJ/mol) aniline bromination Enthalpy Increase (intermediate ctant: p-arenium ion intermediate: energy minus reactant energy): J/mol 822.369 kJ/mol 733.2643 kJ/mol anti acetanilide bromination Enthalpy Increase (intermediate eactant: p-arenium ion intermediate: energy minus reactant energy): J/mol 670.5892 kJ/mol 748.4929 kJ/mol leimide N-phenylmaleimide bromination Enthalpy Increase (intermediate p-arenium ion intermediate: energy minus reactant energy): kJ/mol 552.361 kJ/mol 781.064 kJ/mol mpounds in increasing order of reactivity for bromination (slowest first): lmaleimide anti < aniline acetanilide felectrostatic charge on ring carbon atoms: 0.603 -0.908 NHAC 0.784 -0.914 -0.509 BDL 0.484 -0.533 0.480 0.482 -0.512 0.482 -0.534 ng carbon atoms hold a partial positive charge, in both stret