exam 2 aromatics / rxn ALL SOLUTION LATEST EDITION 2024 LATEST UPDATE AID GRADE A+

best to prepare m-choroaniline from benzene? HNO2/H2SO4; Cl2/AlCl3; SN/HCl; HO- best to prepare p-chlorotoluene in high yield? start with p-aminotoluene; NaNO2/HCl, 0C; CuCl best to prepare m-dibromobenzene from benzene? nitrate; brominate; Sn/HCl; NaNO2; 0 C; CuBr electrophilic aromatic substitution Nitro ? N Group, Nitrogen M-director, destabilized META, less than ortho, para electrophilic aromatic substitution -NHCOCH3 ? Activator, o-p director reaction with Bromine substituent ? Br Deactivator, o-p director reaction with hydroxyl group (OH) donates electrons density to the ring by resonance addition of electrophile to acetophenone? describe the expected mode of the reaction ? o,p postions deactivated to attack by electrophile What is the most reactive towards electrophile aromatic substitution ? cyclopentane with N-H two 2 pi bonds Compounds to reaction most rapidly during nitration ? Benzene with F Compounds to reaction slowly during nitration ? Benzene What is slower than benzene with nitration ? Benzene with CF3 group Species is attacked by benzene in electrophilic nitration reactions? NO2 Toluene undergoes para nitration, which is the greatest contributor resonance hybrid form? Nitration adds to para position and + is at the CH3(methyl group) Major product to nitration reaction with BR (1) and CH3O(4) positions on ring ? NO2 is added to the ring at (3) with Br and CH3O at same position Best reagent for benzene to product with COOH and NO2? CH3Cl/AlCl3; KMNO4/H+, heat;HNO3/H2SO4 CH3(o,p director) COOH(meta director) Acylation, adding acid chloride with AlCl3 catalyst electrophile attacking during acylation RCOCL -->Cl attacks AlCl3 , resulting in acylium + ion( stabilized by resonance structure; 1,2 hydride shift); the ring will attack the acylium how many peaks in proton spin decoupled 13C NMR 1,3,5 trinitrobenzene? 2 peaks distinct nodal planes perpendicular to molecular plane are present in pi4* orbital of benzene? 2 nodal planes peaks 13C NMR to pi-dichlorobenzene ? 2 peaks how many pairs of degenerate pi molecular orbital found in benzene ? 2 pairs electron withdrawing group overall? -SO3H electron donating group overall? -OCH3 Ortho/para directors substituent groups? -NH3, -NHR, -NR2 -OH -OR -NHCOCH3 -C6H5 -R -H -X Meta directors substituent groups? -CHO3, -COR -SO3H -COOH, -COOR -CN -NR3 -NO2 best substitution group for electrophilic aromatic reaction? X is CH3 rank aromatic rings in order of rate of reactivity in electrophilic aromatic substitution reaction? CH3<COOCH3<OCH3 cylcohexane treated with hydrogen in process of nickel catalyst under high temperatures. predict H and S for process. H<0, S<0 rank by increasing stability least COCH3<CH3CH2<CH3O (most stable) CONTINUED...