Everything about Dieldrin totally explained
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Dieldrin is a
chlorinated hydrocarbon originally produced in 1948 by J. Hyman & Co, Denver, as an
insecticide. The molecule has a ring structure based on
naphthalene.
Dieldrin is closely related to
aldrin which itself breaks down to form dieldrin. Aldrin isn't toxic to insects, it's oxidised in the insect to form dieldrin which is the active compound. Both dieldrin and aldrin are named after the
Diels-Alder reaction which is used to form aldrin from a mixture of norbornadiene and
hexachlorocyclopentadiene.
Originally developed in the
1940s as an alternative to
DDT, dieldrin proved to be a highly effective insecticide and was very widely used during the
1950s to early
1970s.
Endrin is a
stereoisomer of dieldrin.
However, it's an extremely
persistent organic pollutant, it doesn't easily
break down. Furthermore it tends to
biomagnify as it's passed along the
food chain. Long-term exposure has proven toxic to a very wide range of animals including humans, far greater than to the original insect targets. For this reason it's now
banned in most of the world.
It has been linked to health problems such as Parkinson's, Breast Cancer, and immune, reproductive, and nervous system damage. It can also adversly affect testicular decsent in the fetus if a pregnant woman is exposed to Dieldrin.
Synthesis
It can be formed from the synthesis of hexachloro-1,3-cyclopentadiene with
norbornadiene in a
Diels-Alder reaction, followed by epoxidation of the norbornene ring.
Further Information
Get more info on 'Dieldrin'.
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