DELOCALISED MODEL OF BENZENE Flashcards
define addition reaction and substitution reaction
1-reaction in which a reactant is added to an unsaturated molecule to form a saturated molecule
2-reaction in which an atom or group of atoms is replaced by another atom or group of atoms
define the term delocalised
sharing of electrons between more than 2 atoms and not localised to one atom
Describe the features of the delocalised model
1-Benzene is a cyclic hydrocarbon with 6 carbon atoms and 6 hydrogen atoms
2-Six carbon atoms are arrange to form a planar hexagonal ring
3-each carbon atom is bonded to two other carbon atoms and hydrogen atom
4-shape around carbon atom is trigonal planar with a bond angle of 120
5-Three out of four outer shell electrons bond to two carbon atoms and one hydrogen atom
6-Three bonds in this plane are called sigma bonds
7-The 4th outer shell electrons are left in p orbitals above and below the plane of carbon atoms
8-The electrons in p orbitals overlap sideways to form a pi cloudy electron density above and below the plane of carbon atoms containing 6 electrons
9-The electrons density is spread around the ring and not localised to one carbon atom.
State the shape and bond angle around carbon atoms in benzene ring
trigonal planar and 120 degrees
How is delocalised ring of electrons formed in benzene
When 4th outer shell electrons in p orbitals of carbon atoms overlap sideways to form a pi bond above and below the plane of carbon atoms containing 6 electrons.
why does benzene react by substitution reaction rather than addition reaction
1-Because reaction by addition is energetically unfavourable,
the product formed is less stable than benzene,
and the delocalisation is disrupted
2-However substitution reactions are energetically favourable,
the organic product formed retains its delocalisation ring,
therefore its stability