Aromatics ( Benzene ) Flashcards
What was kekules structure called
Cyclohexa-13,5 -triene
3 ways to prove kekules model wrong
Hydrogenation, reaction with Br2 and bond lengths
Reactivity with Br2
No double bonds so doesn’t decolourise bromine water
Hydrogenation of benzene
( when u get rid of C=C which requires-120kj mol-1 of energy so expected -360kjmol-1) but -208 actually used. 152 more stable due to rung of delocalised electrons.
Bond lengths
C=C bonds are shorter than C-C bonds. C-c bonds are of equal lengths in benzene in X - ray crystallography
Structure of benzene
Hexagonal planar with 120 degree angle
Molecular formula of C6H6
Delocalised electrons in p orbitals which overlap side by side and form an extended pi sustenance. The delocalised electrons move around forming ring of delocalised electrons
Nitration.
50 degree using water baths
H2SO4 as a catalyst
Uses are dyes, explosives, pesticides
Forming the electriophile NO+
- H2SO4 donates a proton to HNO3 HNO3+H204=H2N03+ + HS04-
- Protonated nitric acid losses a water molecule to form NO2+ which is the electrophile
H2NO3+=H20+NO2+
Formation of the catalyst for nitration
H+ + HSO4- (from forming electrophile) = H2SO4 ( catalyst)
Freidel- craft acylation
CH3C|+A|CI3=C+H3 + AlCI4-
Forming the original halogen carrier with halogen Hallide
H+ + AICI4-=АСІ3+HCl