OCI_folie241
b) Hypohalogenit-Oxidation (Haloform-Reaktion)
4 NaOX
R CH CH3
OH
O
R C
Na
+ HCX3
O
(X = Cl, Br, I) X = I: HCI3 Iodoform (gelbe Kristalle)
Mechanismus der Haloform-Reaktion
R CH CH3 + NaOX
OH
R C CH3
O
+ 3 NaOX
O H Na
δ+
R C CX3
δ-O
R C CH3
+ NaX + H2O
O
Acetylgruppe
R C CX3 + 3 NaOH
O
OH
R C CX3
O
Na
OH
R C
O
R C
Na
O
+ H CX3
Haloform
X = Cl (Chloroform), Br (Bromoform), I (Iodoform)
+ CX3+ Na
O

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