aromatic compounds Flashcards
What is the molecular formula of benzene
C6H6
What are aromatic, aliphatic and alicyclic compounds
Aromatic- containing benzene
aliphatic- ogranaic compound with open chain structure, can be cyclic but not benzene
alicyclic- cyclical but not benzene
What was kekule model for benzene
6 member ring of carbon with alternating single and double bonds, snake eating tail
Why did chemists disapprove with the kekule model
The model contain explain the physical and chemical properties of benzene
What are the factors that disprove the kekule model
1- benzene contains double bonds and therefore should decolourise bromine what but instead it doesn’t undergo any electrophillic addition reaction(therefore cannot have C=C) bonds
2- The bond length measure using X-ray diffraction showed that the bond length of each C bond was the same meaning that there were no double bonds
3- due to the double bonds the enthalpy of hydrogenation was expected to be *3 that of cyclohexene but it is actually much lower -208 so benzene is more stable
Delocalised model of benzene
- Each carbon atom has an electron in a p-orbital at right angles to the plain of bonded H atoms causing adjacent P orbitals to overlap causing a ring with high electron density
-Pi bond system spreads over all the carbon atoms, they are said to be delocalised
What are the groups that are prefixes to benzene
short alkyl chains, halogens and nitro groups
What happens when the carbon chain is longer than 7
the benzene is considered substituent and becomes the prefix eg phenyl ethanone
What are the 3 expections to this
Benzoic acid, phenylamine, benzaldehyde
What kind of reaction does benzene undergo
Electrophillic substitution, electrophile attracted to high electron density(strong electrophiles)
How do substitution reactions work on benzene
Hydrogen atom on benzene is replaced by atom atom/ group
conditions for nitration of benzene
catalysed by sulfuric acid and heated at 50 degrees
catalyst for the Nitration of benzene
HNO3
creation:
HNO3 + H2SO4 -> HSO4 + H2NO3
H2NO3 -> NO3- + H2O
restoring catalyst
HSO4- + H+ -> H2S04
Halogen carrier for alkylation of benzene
Creation
CH3Cl + AlCl3 -> CH3+ + AlCl4-
AlCl4- + H+ -> AlCl3 + HCLl
Halogen carrier for acylation of benzene
Ch3COCl + AlCl3 -> Ch3CO+ + AlCl4-