Dieldrin
Systematic name	1,2,3,4,10,10-Hexachloro-6,7-epoxy- 1,4,4a,5,6,7,8,8a-octahydro-endo,exo- 1,4:5,8-dimethanonaphthalene
Other names	Dieldrin
Chemical formula	C12H8Cl6O
Molecular mass	380.91 g/mol
Density	1.75 g/cm3
Melting point	176-177 °C
Boiling point	385 °C
CAS number	[60-57-1]
SMILES	ClC1(Cl)C2(Cl)C(C5C3C (C4C5)O3)C4C(Cl)1C(Cl)=C2Cl
Disclaimer and references

Dieldrin is a chlorinated hydrocarbon originally produced by Bayer AG as an insecticide. The molecule has a ring structure based on naphthalene. Image File history File links Dieldrin. ... IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... The molecular mass (abbreviated MM) of a substance, formerly also called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... Density (symbol: ρ - Greek: rho) is a measure of mass per volume. ... The melting point of a solid is the temperature at which it changes state from solid to liquid. ... The boiling point of a substance is the temperature at which it can change its state from a liquid to a gas throughout the bulk of the liquid at a given pressure. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII strings. ... Chlorinated hydrocarbons are a broad class of organic chemicals used mainly as solvents but also with many other uses. ... Bayer AG (German pronunciation BYE-er, in US usually pronounced BAY-er) (NYSE: BAY, TYO: 4863 ) is a German chemical and pharmaceutical company founded in 1863. ... An insecticide is a pesticide used against insects in all developmental forms. ... Naphthalene (not to be confused with naphtha) (also known as naphthalin, naphthaline, tar camphor, white tar, albocarbon, or naphthene), is a crystalline, aromatic, white, solid hydrocarbon, best known as the primary ingredient of mothballs. ...

Dieldrin is closely related to aldrin which itself breaks down to form dieldrin. Aldrin is not toxic to insects, it is 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. Aldrin is an organochlorine insecticide which is oxidized in the insect to form dieldrin, a neurotoxin. ... The Diels-Alder reaction The Diels-Alder reaction is an organic chemical reaction (specifically, a cycloaddition) between a conjugated diene and a substituted alkene, commonly termed the dienophile, to form a substituted cyclohexene system. ...

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. The 1940s decade ran from 1940 to 1949. ... DDT was the first modern pesticide and is arguably the best known organic pesticide. ... The 1950s was the decade spanning the years 1950 to 1959. ... The 1970s decade refers to the years from 1970 to 1979, inclusive. ... Endrin Endrin is a cyclodiene insecticide used on cotton, maize, and rice. ... Stereoisomerism is the arrangement of atoms in molecules whose connectivity remains the same but their arrangement in space is different in each isomer. ...

However, it is an extremely persistent organic pollutant, it does not easily break down. Furthermore it tends to accumulate as it is passed along the food chain. It proved toxic to a very wide range of animals including humans, far greater than to the original insect targets^{[citation needed]}. For this reason it is now banned in most of the world. Persistent organic pollutants (POPs) are a class of chemicals that persist in the environment, are capable of long-range transport, bioaccumulate in human and animal tissue, and have significant impacts on human health and the environment. ... Biodegradation is the decomposition of organic material by microorganisms. ... To bioaccumulate literally means to accumulate in a biological system. ... Food chains and food webs and/or food networks describe the feeding relationships between species in a biotic community. ... A ban is, generally, any decree that prohibits something. ...

See also

• Aldrin
• Endrin

Aldrin is an organochlorine insecticide which is oxidized in the insect to form dieldrin, a neurotoxin. ... Endrin Endrin is a cyclodiene insecticide used on cotton, maize, and rice. ...

External links

• MSDS for dieldrin
• Dieldrin linked to earlier onset of Parkinson's disease
• Link page to external chemical sources.