Aromatic Chemistry 4 Flashcards
friedel crafts alkylation provides the most …
direct route to alkylbenzenes
carbocation rearrangements limit ..
synthetic utility
give examples of phenol derived drugs?
- aspirin
- viagra
- levodopa
fused ring drug eg
- codeine
- morphine
- heroin
after friedel crafts acylation, alkyl benzene can be prepared in one of 3 ways
what are these possible ways?
- clemmensen reduction
- catalytic hydrogenation
- wolff-kishner reaction
eg of important alkyl benzene derivatives
- mescaline
- methamphetamine
a benzyl radical is unusually …
stable
what can aryl bromides and iodides be converted to?
Grignard reagents / lithium salts
what do Grignard reagents / lithium salts behave like?
aryl anions
grignard reagents and lithium salts are both …
what does this mean?
strong bases
will be deactivated if any acidic functionality is present
Grignard reagents can be made in the presence of …
chloro group
what can Grignard reagents be used as?
nucleophiles
eg of important benzylalcohols
- adrenaline
- ephedrine
ketones are produced under …
mild conditions
benzoic acids are obtained with … reagents
stronger
tertiary alkyl substituted benzenes are …
unreactive
how can we produce benzoic acid without an alcohol?
key formation of benzylic cation
aniline can react with acid chlorides to give …
amides and carbonyl compounds which then give imines
imines formed from aniline are less reactive than alkyl amines
how so?
conjugation of nitrogen lone pair with benzene ring
