Aldrin facts for kids
Quick facts for kids Aldrin |
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| IUPAC name | 1,2,3,4,10,10-Hexachloro- |
| Other names | HHDN octalene |
| Identifiers | |
| CAS number | |
| PubChem | |
| KEGG | C07552 |
| ChEBI | CHEBI:2564 |
| RTECS number | IO2100000 |
| SMILES | ClC4(Cl)[C@@]2(Cl)C(/Cl)=C(/Cl)[C@]4(Cl)[C@@H]3[C@@H]\1C[C@@H](/C=C/1)[C@H]23 |
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InChI
InChI=1/C12H8Cl6/c13-8-9(14)11(16)7-5-2-1-4(3-5)6(7)10(8,15)12(11,17)18/h1-2,4-7H,3H2/t4-,5+,6+,7-,10+,11-
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| Properties | |
| Molecular formula | C12H8Cl6 |
| Molar mass | 364.91 g mol-1 |
| Appearance | colorless solid |
| Density | 1.60 g/mL |
| Melting point |
104 °C, 377 K, 219 °F |
| Solubility in water | slightly soluble (0.003%) |
| Vapor pressure | 7.5 × 10−5 mmHg @ 20 °C |
| Hazards | |
| Main hazards | potential occupational carcinogen |
| NFPA 704 |
0
4
0
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| U.S. Permissible exposure limit (PEL) |
TWA 0.25 mg/m3 [skin] |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Aldrin is an insecticide, which was used against termites, locusts and the larvae of Click beetles. Most plants and animals convert it to Dieldrin. It is listed in the Stockholm Convention on Persistent Organic Pollutants, its production, use and trade are banned since 2004. Aldrin is a neurotoxin. People inhaling it can develop headaches, but also seizures. In humans, Aldrin is converted to dieldrin in the liver. The change will mean that it can leave the body again. The problem is that the change is slow, and the half-life is about a year. Aldrin may be a teratogen, and it probably causes cancer.
Production
Aldrin is produced by combining hexachlorocyclopentadiene with norbornadiene in a Diels-Alder reaction to give the adduct.
Aldrin is named after the German chemist Kurt Alder, one of the coinventors of this kind of reaction. An estimated 270 million kilograms of aldrin and related cyclodiene pesticides were produced between 1946 and 1976.
In soil, on plant surfaces, or in the digestive tracts of insects, aldrin oxidizes to the epoxide, dieldrin. Dieldrin is more strongly insecticidal than aldrin.
See also
In Spanish: Aldrina para niños
