Aldrin
Aldrin
An organochlorine insecticide
Aldrin is an organochlorine insecticide that was widely used in agriculture to control pests on crops such as corn and cotton. It is a member of the cyclodiene family of insecticides, which are known for their effectiveness against a wide range of insects. Aldrin is a persistent organic pollutant and is known for its environmental persistence and potential to bioaccumulate.
Chemical Structure and Properties
Aldrin is a chlorinated hydrocarbon with the chemical formula C12H8Cl6. It is a stereoisomer of dieldrin, another insecticide, and is closely related to isodrin. The structure of aldrin consists of a bicyclic ring system with six chlorine atoms attached.
Aldrin is a white to tan crystalline solid with a mild chemical odor. It is insoluble in water but soluble in organic solvents such as benzene and acetone.
Synthesis
Aldrin is synthesized through the Diels-Alder reaction of hexachlorocyclopentadiene with norbornadiene. This reaction forms a bicyclic compound that is then chlorinated to produce aldrin.
Mode of Action
Aldrin acts as a neurotoxin in insects. It disrupts the normal function of the nervous system by interfering with the GABA-gated chloride channels, leading to uncontrolled nerve impulses and eventual death of the insect.
Environmental Impact
Aldrin is highly persistent in the environment and can remain in soil and water for many years. It is known to bioaccumulate in the food chain, posing risks to wildlife and humans. Due to its environmental and health impacts, the use of aldrin has been banned or restricted in many countries under the Stockholm Convention on Persistent Organic Pollutants.
Health Effects
Exposure to aldrin can occur through inhalation, ingestion, or skin contact. It is considered a potential human carcinogen and can cause a range of health effects, including neurological symptoms such as headaches, dizziness, and seizures.
Regulation and Alternatives
Due to its adverse effects, aldrin is no longer used in many parts of the world. Alternatives to aldrin include less persistent and more environmentally friendly insecticides, as well as integrated pest management practices.
Related Compounds
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Aldrin
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Contributors: Prab R. Tumpati, MD