14 Arenes Flashcards
Arenes
Hydrocarbons that possess at least one benzene ring
Resonance structure in a benzene ring
Continuous overlap of unhybridised p-orbitals resulting in the delocalisation of π electrons above and below the ring
Stability of benzene
Delocalisation of π electrons results in high stability of benzene.
Stronger electrophile required for electrophilic attack
Physical properties of benzene
- Colourless
- Insoluble in water, soluble in non-polar solvents
- Less dense than water
Nitration of benzene
conc. HNO3, conc. H2SO4
maintained at 55°C
(temp changes with presence of activating/deactivating groups)
Halogenation of benzene
X2, Fe/anhydrous FeX3/anhydrous AlX3
(Only for Br and Cl)
Friedal-Crafts alkylation
RCl, anhydrous AlCl3/FeCl3
Friedal-Crafts acylation
RCOCl, anhydrous AlCl3
Physical properties of methylbenzene
- Colourless liquid
- Insoluble in water, soluble in non-polar solvents
- Higher boiling point than benzene
- Lower melting point than benzene
Oxidation of alkylbenzenes
Acidified KMnO4, heat under reflux
Benzoic acid, H2O, CO2 (except methylbenzene) formed