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Larissa Rose J. Garcia ATQ-Expt9 1. Arrange the compounds compounds used in the experiment experiment in order of of increasing increasing reactivit to!ards "r # in $%&$''%. Exp(ain. $h(oro)en*ene $h(oro)en*ene + )en*ene + nitropheno( + acetani(ide + pheno( + ani(ine The test so(utions so(utions have either either the e(ectron-!ithdra! e(ectron-!ithdra!ing ing and e(ectrone(ectrondonating su)stituents. The e(ectron-donating su)stituents (i,e the % #- and '%- ma,e the compound more reactive ) donating its e(ectrons to the )en*ene ring. The a(so tend to ma,e incoming e(ectrophi(e to attach to the ring in an ortho or para position and donate their unpaired e(ectrons to the pi )onds. 'pposite to this the e(ectron-!ithdra!ing su)stituents such as ' # and $( ta,e the e(ectron a!a from the ring ma,ing the )en*ene ring (ess reactive. #. /o our experimenta( experimenta( resu(ts resu(ts agree agree !ith the the theoretica( theoretica( data0 f f not !hat !hat are the possi)(e sources of error0 The experimenta( experimenta( resu(ts resu(ts agree !ith !ith the theoretica( theoretica( data. &. a. aniso(e2 aniso(e2)en* )en*ene2) ene2)rom romo)en o)en*ene *ene2meth 2meth()en ()en*oat *oate e ). ethox)en*ene 2 to(uene 2 iodo)en*ene 2 )en*a(dehde 3. Exp(ain Exp(ain the e4ect e4ect of so(vent so(vent in the the reaction reaction of acetani acetani(ide (ide and and "r # in 5art. Acetic acid !hich acts as a Le!is acid in this case cata(*es the )romination of acetani(ide through e(ectrophi(ic su)stitution. t forms a comp(ex !ith the ha(ogen mo(ecu(e and this comp(ex is the one that reacts !ith the ring during the car)ocation formation of the e(ectrophi(ic su)stitution.
