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8 years ago

Molecule of the Day - DDT

Molecule Of The Day - DDT
Molecule Of The Day - DDT

Dichlorodiphenyltrichloroethane (C14H9Cl5), more commonly known as DDT, is a colourless, tasteless solid under room conditions. It was used as an insecticide during the 1940s-1970s, and gained notoriety after Rachel Carson’s 1962 book, Silent Spring, which highlighted the health and environmental effects of DDT.

Molecule Of The Day - DDT

DDT acts by binding to voltage-gated sodium ion channels of neurons (as seen on the left of the diagram below), causing these channels to be permanently open instead of opening only upon the arrival of an action potential. Consequently, there is a continuous influx of Na+ ions into the neuron, which triggers a series of rapid action potentials and hence neuronal impulses. This leads to rapid muscle contractions, spasms, and death.

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While this effect does not occur in humans and other non-insects, it is still moderately toxic, and as been shown to be an endocrine disruptor. Therefore, chronic exposure to it can lead to tumour formation, developmental problems, and birth defects. DDT is also considered to be a possible carcinogen.

Due to the hydrophobicity of DDT, it tends to accumulate in the lipids of living organisms rather than in the environment. This results in biomagnification, in which its concentration increases upon going up the food chain, as each organism of a rung of the chain consumes multiple prey. Consequently, the usage of DDT affected the populations of many birds of prey, such as the bald eagle.

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In 1962, Rachel Carson published the book Silent Spring, which highlighted the negative effects of the usage of DDT and other pesticides on the environment and biodiversity. This book was revolutionary; it sparked a heated debate on pesticides and contributed to the 1972 US ban on DDT. The world followed suit; most countries around the world now prohibit the use of DDT, except for limited disease vector control purposes, such as for malaria.

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DDT is synthesised by the condensation of a molecule of chloral and 2 molecules of chlorobenzene via an electrophilic substitution reaction, producing water as a by-product.

Molecule Of The Day - DDT

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