Compound Name

Dieldrin

Stockholm Annex code I, IV
Key Annex I to the regulation are subject to prohibition (with specific exemptions) on manufacturing, placing on the market and use;
Annex II to the regulation are subject to restriction on manufacturing, placing on the market and use;
Annex III to the regulation are subject to release reduction provisions; and
Annex IV to the regulation are subject to waste management provisions.
Note that for some substances listed in Annex I, specific exemptions on the prohibition of their use, manufacturing and placing on the market may apply.
Classification Intentional
Category Listed under Annex A
Year of Listing Decision 2001
Persistence Half life of 7 years in the soil
Specific exemptions associated with its use Severely prohibited or restricted
Acceptable purposes associated with its use Was used as a pesticide against rodents, insects, and applied to plants to protect them from insectides
It was used to control locusts and tropical disease vectors, such as Glossina species.
Industrially it was used for timber preservation, termite-proofing of plastic and rubber coverings of electrical and telecommunication cables
Conventions on POPs Stockholm Convention
Convention on Long-Range Transboundary Air Pollution
Rotterdam Convention
Basel Convention

Name

Dieldrin

Synonyms Dieldren
60-57-1
Dieldrine
Dildrin
2,7:3,6-Dimethanonaphth[2,3-b]oxirene, 3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-, (1aR,2R,2aS,3S,6R,6aR,7S,7aS)- 
rel-(1aR,2R,2aS,3S,6R,6aR,7S,7aS)-3,4,5,6,9,9-Hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphtho[2,3-b]oxirene
Structure

Molecular Formula: C12H8Cl6O
Molecular weight g/mol: 380 g/mol
SMILES: C1C2C3C(C1C4C2O4)C5(C(=C(C3(C5(Cl)Cl)Cl)Cl)Cl)Cl
Solubility in water: Insoluble

CAS Number 60-57-1
European Community (EC) Number 200-484-5
European Chemicals Agency (ECHA) 200-484-5
PubChem ID 969491
DSSTOX Substance ID DTXSID9020453
KEGG C13718
ChemSpider 10292746

Similarity threshold Name of Related Compound DSSTox Substance ID CAS Number Molecular weight Molecular formula
1.0 Endrin DTXSID6020561 72-20-8 380 g/mol C12H8Cl6O
1.0 3,4,5,6,9,9-Hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphtho[2,3-b]oxirene DTXSID3048150 128-10-9 380 g/mol C12H8Cl6O
1.0 11,12,13,14,17,17-hexachloro-5-oxaheptacyclo[7.6.1.13,7.111,14.02,8.04,6.010,15]octadec-12-ene(non-preferred name) DTXSID40289099 4802-29-3 447 g/mol C17H14Cl6O
0.98 3,4,5,6,9,9-Hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphtho[2,3-b]oxiren-8-ol DTXSID60949729 26946-01-0 396 g/mol C12H8Cl6O2
0.97 MME DTXSID70903973 78185-58-7 382 g/mol C12H10Cl6O
0.97 3,4,5,6,8,8-Hexachloro-1a,7a-dimethyl-1a,2,2a,3,6,6a,7,7a-octahydro-3,6-methanonaphtho[2,3-b]oxirene DTXSID00994011 73292-20-3 396 g/mol C13H12Cl6O
0.95 2-(1,4,5,6,7,7-Hexachlorobicyclo[2.2.1]hept-5-en-2-yl)oxirane DTXSID40286240 28487-52-7 342 g/mol C9H6Cl6O
0.92 3,4,5,6-Tetrachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphtho[2,3-b]oxirene DTXSID90991534 71221-14-2 312 g/mol C12H10Cl4O
0.92 1,5,6,7,8,8-Hexachloro-3-oxatricyclo[3.2.1.0~2,4~]oct-6-ene DTXSID60292141 89708-00-9 314 g/mol C7H2Cl6O
0.92 Endosulfan ether DTXSID0052704 3369-52-6 342 g/mol C9H6Cl6O
N/A Full List of similar compounds N/A N/A N/A g/mol N/A

Description Reference Article Link
Dieldrin is an organochloride originally produced in 1948 as an insecticide. Dieldrin is closely related to aldrin, which reacts further to form dieldrin. Aldrin is not toxic to insects; it is oxidized in the insect to form dieldrin which is the active compound. Formerly used as an insecticide; product of oxidized aldrin (former insecticide). All uses except termite control banned in US in 1974; all uses banned in US in 1987. Regenesis. Accessed 13 October 2020 Link
Dieldrin (a product containing 85% of 1,2,3,4,10,10-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-exo-1,4-endo-5,8- dimethanonaphthalene, HEOD) resulted from an attempt to make aldrin less volatile. Because of its lower volatility, dieldrin was used on crops and their foliage, in addition to soil and seed dressing applications, both at considerably lower rates than those of DDT. Dieldrin was also very effective against ectoparasites of cattle and sheep, as well as for mothproofing fabrics. In Britain the extensive use of aldrin and dieldrin started in 1956. By the early 1960s, mortalities of birds associated with seeds treated with aldrin or dieldrin were observed and confirmed in laboratory experiments. In addition, dieldrin was detected in human tissues. As a result of these observations and of the potential carcinogenicity of dieldrin, concerns were raised about the safety of aldrin and dieldrin, and their use was gradually limited. Zitko. 2002. Chlorinated Pesticides: Aldrin, DDT, Endrin, Dieldrin, Mirex. Link
Aldrin and dieldrin (a metabolite of aldrin and a marketed pesticide) are the common names of two chemically related insecticides that were widely used from the 1950s to the early 1970s. Aldrin was used as an insecticide in soil to control invertebrates, such as worms, beetles, and termites, and has been widely used to protect crops such as corn and potatoes, and was effective for protecting wooden structures from termites. Aldrin is readily metabolized to dieldrin in both animals and plants, and therefore, aldrin residues are rarely detected in animals and if so only in small amounts. Residues of dieldrin exist in the environment and in human tissues, but levels have been declining during the last 30 years. Aldrin and dieldrin have comparable toxicity and have more than one mechanism of toxicity. Berntssen et al., 2012. Contamination of finfish with persistent organic pollutants and metals Link
Dieldrin was produced as an insecticide from the 1950s to 1970, and was widely used as pesticide for corn, cotton, and citrus crops. Dieldrin was also used for mothproofing clothes and carpets. . In 1987, dieldrin was banned for all uses, and the manufacturer voluntarily canceled the registration for use in controlling termites. Honeycutt and Shirley. 2014. Dieldrin Link
Dieldrin is an organochloride originally produced in 1948 by J. Hyman & Co, Denver, as an insecticide. Dieldrin is closely related to aldrin, which reacts further to form dieldrin. Aldrin is not toxic to insects; it is oxidized 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. Wikipedia. Accessed 13 October 2020 Link