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A2 Chemistry - Unit 2 - Aromatic Chemistry Summary

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Summarises the Aromatic Chemistry topic for A2 Chemistry Unit 2. Good luck!

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Evidence Phenols
Aromatic 1) Bond lengths
* X-ray crystallography shows all
2) Enthalpy change of hydrogenation
*
*
unsaturare hydrocarbons lytosalurared ,
amount or heat liberated per mole -
energy released

measured
A hydroxyl
* aromatic alc
grou




Chemistry bond lengths are same

3) Resistance to Reaction
* cyclohexane / lead to

lylcohexane -11012J
- Properties
.




* Re density arrack by electrophile * solid at RT
-

-
-




4> however , as mechanism involves * Theoretical A
Structure
,
if benzene soluble in w

disruption to ring .
: electrophiles had 34=36012, 4> benzene p

* arenes simplest is benzene / Coto )
,
have to be more powerful than

* Hekate =3 double bonds shifted position /wrong )
'

w/ alkenes * accreieases 108kt
↳ instead ,
bit e- making up bonds are detrained around * fulludl localised ring : stable .
: ↳ 152kt more stable
Reaction
ring by overlapping p orbitals resist attack * Resonance energy *

Sabas add 1) Rxnwl Na
-




4> no double bonds * would Upset rinqote
4> all bond lengths equal * subnoaftectdelocalitah.MX of,
↳ planar structure



Halogenation
Electrophilic Substitution Reagents halogen
:
t.halogencarrierl-calalust-stlttfedri-FEBr.tt/Br
Mechanism : Conditions: reflux in presence of halogen carrier

+
µ
4> Chlorination : Fe Felts Alclz ,
↳ Bromination : Fe ,FeBr, ,AlBr, 2) Rxnwl Sodiu
E
,



1- Ht A Ct .
non-polar .
: not good electrophile * reactive me

E * halogen carrier required to polaris halogen + sodium p
Equation :(c. Hot Bri → Colts Br -

+ HBR
OH

Electrophile :( It / Brt FeBr, Brt
-




* pair 01 e- leaves delocaiisedsusienntoformco.pro/bondto → Br , + → FeBn ,
+




electrophile 2
* disrupts stable delicalisedsysremtforms unstable intermediate d "

Brt
-



→ s Brttlt
* restore stability pair 1- H bond back
-




Ole in moves into ring
,
Br
* Htion formed by hetero / uric fission #



Preparation of methyl
Friedel-Crafts
-


3- nitrobenzene

Nitration * place mernui benzoate in conical flask

Reagents :(one HNO > + conc .


Hisou * add conc .
112504 to dissolve

Conditions : reflux at 55°C * cool mixture in ice Alkylation :

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