Chapter 17 Flashcards
1
Q
Limitations of Friedel–Crafts Alkylation
A
Reaction fails if benzene has a substituent that is more deactivating than halogens.
Rearrangements are possible.
The alkylbenzene product is more reactive than benzene, so polyalkylation occurs.
2
Q
Friedel-Crafts Alkylation
A
Synthesis of alkyl benzenes from alkyl halides and a Lewis acid, usually AlCl3
Reactions of alkyl halide with Lewis acid produces a carbocation electrophile
3
Q
Friedel–Crafts Acylation
A
Acyl chloride is used in place of alkyl chloride.
The product is a phenyl ketone that is less reactive than benzene. (Avoids polysubstitution.)
Avoids carbocation rearrangements.
4
Q
Clemmensen Reduction
A
Zn(Hg) + aq HCl