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3.3 Organic chemistry
3.3.10 Aromatic chemistry
3.3.10.1 Bonding
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Cards (10)
Aliphatic
Straight or branched chain
organic
substances
Problem with Kekule's model
Benzene is a
planar
molecule, bond angle of
120
, C-C equal bond lengths, more stable, less
exothermic
, unreactive
Desricbe the new benzene model
6
carbons
and
hydrogens
, arranged in a
planar
hexagonal
ring,
trigonal
planar
120
,
C-C
have the same bond length
What overlaps
6
2p
orbitals
to form a ring of
delocalised
electrons above and below the hexagon
Explain the relative unreactive nature of benzene and bromine
Doesn't have enough electrons to donate to the
Br-Br
bond, only has 3 electrons not equal, less electron rich, cannot induce a dipole bromine
How can p orbitals overlap
They must be
adjacent
to each other
Double bonds makes the molecule
More
stable
, less reactive, less
exothermic
Describe the bonding in benzene
Each carbon atom has 3
covalent bonds
, electron to spare which can overlap so
delocalise
Describe the shape of benzene
Trigonal planar
with
120 degrees
, 3
bonding pairs
, 0
lone pairs
, each
C-C bond
has equal bond length
Describe the stability of benzene
Expected
enthalpy
of
hydrogenation
-360
, but
-208
, so difference of
158
, less exothermic because benzene is more stable due to
delocalised
electrons