Benzene Flashcards
Delocalisation of electrons
A delocalised electron is an electron in an atom, ion or molecule that is not associated with any ingle atom or single covalent bond
Electrophile
An electron par acceptor
Substitution reaction
A reaction in which an atom or group of atoms is replaced with a different atom or group of atoms
Addition reaction
A reaction in which a reactant is joined to an unsaturated molecule to make a saturated molecule
Enthalpy of hydrogenation
The enthalpy change when 1 mol of an unsaturated comoound reacts with an excess of hydrogen to become fully saturated
Whats the problems with the Kekule structure
- Benzene does not declourise bromine water
- All carbons - carbon bond lengths are equal
- There is only one 1,2 disubtituted product
Hydrogenation
-Benzene is less exothermic then the kekule structure therefore more stablle due to the delocailsed electron structure
Bonding of Benzene
- Each C has three covalent bonds
- Spare electrons from the p orbital overlap to form the pie bond
- C-C bonds are equal in length
The delocalised structure leads to extra stability therefore the pie bonds are harder to break than a normal C-C bond
What functional compounds take priority over armatics
Amines
Alcohols
Alkenes
Aldehydes
Ketones
Why does benzene not undergo addition
They would lose their delocalisation and their extra stability
Why do the elctrophiles that attack benzene need to be positivly charged
Benzene ring is not as electron rich as the double bond in alkenes so the electrophiles that attack must be positive
Reagents and conditions of nitration
Conc nitric acid
Conc sulphuric acid - catalyst
Reflux at 50 degrees
What can nitrobenzene be used for
-Explosives
-To make aromatic amines
Reagents and conditions of acylation
- Acyl cholride or acid anhydride
- anhydrous aluminium chloride dissolved in dry ether
- reflux
Reagents and conditions in the reduction of nitrobenzne to form phenylamine
- Sn catalyst
- XS conc HCL
followed by - Conc NAOH
Whats phenylamine used for
Dyes
Reactivity of benzene and methyl benzene
- Methyl group releases electrons - positive inductive effect
- so elctron density is higher than in benzene
- electrophilies are then more attracted