4. Halogenation and Friedel-crafts Flashcards
what is a friedel-crafts reaction
electrophilic substitution reaction where H is substituted for an alkyl or alkyl chain
what is the reagent used (friedel-crafts)
haloalkane e.g. CH3Cl
what is the catalyst used (friedel-crafts)
halogencarrier e.g. FeCl3
how the catalyst generates electrophile (friedel-crafts)
R-Cl + FeCl3 -> R+ + FeCl4-
how the catalyst is regenerated (friedel-crafts)
FeCl4- + H+ -> HCl + FeCl3
why are multiple substitutions likely (friedel-crafts)
alkyl chain donates electrons to ring. more electron dense/ susceptible to electrophillic attack
structural formula of acyl chloride
……O
……||
R- C -Cl
RCOCl
reagent (Acylation of benzene)
acyl chloride RCOCL
catalyst (Acylation of benzene)
halogen carrier AlCl3
why can only one substitution occur (Acylation of benzene)
carbonyl withdraws electrons from aromatic ring. less reactive
e.g. Equation (Acylation of benzene)
C6H6 + CH3COCl -> C6H5COCH3 + HCl