3. electrophilic substitution Flashcards
definition of electrophilic substitution
substitution reaction
electrophile + attracted to electron rich part of molecule
new covalent bond formed
electrophile accepting electron pair
4 general steps of electrophilic substitution in benzene
- delocalised ring attracts electrophile (x+)
- electrophile accepts pair of pi electrons from delocalised ring. covalent bond formed
- reactive intermediate- delocalised electrons disrupted
- unstable intermediate releases H+ ion
Reagent for nitration of benzene
concentrated nitric acid HNO3
Catalyst for nitration of benzene
concentrated sulfuric acid H2SO4
electrophile for nitration of benzene
NO2+
how catalyst generates the electrophile (nitration of benzene)
HNO3 + H2SO4 -> NO2+ + HSO4- + H20
how the catalyst is regenerated (nitration of benzene)
H+ + HSO4- -> H2SO4
summary equation of nitration of benzene
C6H6 + HNO3 -> C6H5NO2 + H2O
why cant benzene react directly with halogens
delocalised ring is too stable
catalyst for the bromination of benzene
AlBr3 FeBr3 (halogen carriers)
catalyst for chlorination of benzene
AlCl3 FeCl3 (halogen carriers)
e.g of Br + electrophile generated (halogenation of benzene )
Br2 + FeBr3 -> Br+ + FeBr4-
how the catalyst is regenerated (halogenation of benzene)
FeBr4- + H+ -> FeBr3 + HBr