Chemistry Reference
In-Depth Information
Cl
Cl
Cl
Cl
Cl
Cl
MO
Cl
Cl
O
Cl
Cl
Cl
Cl
H
H
H
Aldrin
[HHDN]
H
Dieldrin
[HEOD]
Epoxide
hydrolase
O
MO
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
HO
Cl
Cl
Cl
O
O
HO
Cl
Cl
Cl
Cl
Cl
H
O
H
H
OH
12-OH-HEOD
H
Trans
-diol
Glucuronyl
transferase
O
Cl
Cl
Cl
Cl
Cl
Cl
HOOC
Cl
Cl
O
HOOC
Cl
Cl
Cl
Cl
H
H
O
Glucuronide
H
Diacid
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
O
O
O
MO
H
HO
Cl
Cl
Cl
Cl
Cl
O
Cl
H
H
Endrin
12-Hydroxy-endrin
12-Keto-endrin
fIgure 5.5
Metabolism of cyclodienes.
Apart from the oxidations just mentioned, cyclodienes are rather stable chemically.
It should, however, be noted that dieldrin can undergo photochemical rearrangement
under the influence of sunlight to the persistent and toxic molecule
photodieldrin
,
which occurs as a residue following the application of this insecticide in the field.
5.3.2 T
h e
m
e T a b of l i s m
of f
c
y c l o d i e n e s
In terrestrial animals, cyclodienes such as dieldrin, like other refractive lipophilic
pollutants, can be excreted in their unchanged forms, notably with lipoproteins,
which are exported into milk (mammals), eggs (birds, reptiles, insects), or developing
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