Desulfonation SOH H Ht,△(heat) +H,O H2SO benzenesulfonic acid benzene (95%) S03 H H+ +S03 H (resonance-delocalized) (SO+H,O -→ H2SO)
Desulfonation
Friedel-Crafts Acylation 0 RCCL AICI 3 R HCI
Friedel-Crafts Acylation RCCl, AlCl 3 O C O R + HCl
Friedel-Crafts acylation +R-C-CI +HCI benzene acyl halide an acylbenzene (a phenyl ketone) 0 Example CH,-c-cl CH3+ HCI benzene acetyl chloride acetylbenzene(95%) (acetophenone)
1st,Formaton of Electrophile C
1 st, Formaton of Electrophile C O R Cl AlCl 3 + - R C O R C O AlCl 4 acylium ion
Acylation Mechanism R +HCI
Acylation Mechanism C O R C O R H C l AlCl 3 C R O + HCl