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Formula Sheets
/ Chemistry
Chapter 25
Haloalkanes and Haloarenes
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SN1, SN2 and elimination
Preparation and named reactions
Haloarenes
SN1, SN2 and elimination
SN2
rate
=
k
[
RX
]
[
Nu
−
]
;
inversion
;
CH
3
X
>
1
∘
>
2
∘
>
3
∘
SN1
rate
=
k
[
RX
]
;
racemisation
;
3
∘
>
2
∘
>
1
∘
;
polar protic solvent
Leaving group
I
−
>
Br
−
>
Cl
−
>
F
−
Saytzeff
elimination gives the more substituted alkene
Preparation and named reactions
Finkelstein: RCl
+
NaI
→
RI
;
Swarts: RBr
+
AgF
→
RF
Sandmeyer: ArN
2
+
CuX
ArX
;
Wurtz–Fittig: ArX
+
RX
+
Na
→
ArR
Haloarenes
less reactive to nucleophiles (C–X has partial double-bond character)
;
EWG at
o
/
p
speeds up SNAr
Coordination Compounds
Alcohols Phenols and Ethers