Structure via PubChem · Public domain (PubChem)
aldrin
Sign in to saveAlso known as HHDN, 1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-endo-1,4-exo-5,8-dimethanonaphthalene, hexachlorohexahydro-endo-exo-dimethanonaphthalene
Aldrin is an organochlorine insecticide that was widely used until the 1990s, when it was banned in most countries. Aldrin is a member of the so-called "classic organochlorines" (COC) group of pesticides. COCs enjoyed a very sharp rise in popularity during and after World War II. Other noteworthy examples of COCs include dieldrin and DDT. After research showed that organochlorines can be highly toxic to the ecosystem through bioaccumulation, most were banned from use. Before the ban, it was heavily used as a pesticide to treat seed and soil. Aldrin and related "cyclodiene" pesticides (a term f
Chemical data
- Formula
- C12H8Cl6
- Molecular weight
- 364.9 g/mol
- IUPAC name
- (1S,2S,3S,6R,7R,8R)-1,8,9,10,11,11-hexachlorotetracyclo[6.2.1.13,6.02,7]dodeca-4,9-diene
- SMILES
- C1[C@@H]2C=C[C@H]1[C@H]3[C@@H]2[C@]4(C(=C([C@@]3(C4(Cl)Cl)Cl)Cl)Cl)Cl
- InChIKey
- QBYJBZPUGVGKQQ-SJJAEHHWSA-N
- XLogP
- 4.5
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Research
1,767 papers- Aldrin and dieldrin: a review of research on their production, environmental deposition and fate, bioaccumulation, toxicology, and epidemiology in the United States.Environmental health perspectives · 2001
- Monograph: reassessment of human cancer risk of aldrin/dieldrin.Toxicology letters · 1999
- Human aldrin poisoning.Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas · 1991
- Toxicological profile of organochlorines aldrin and dieldrin: an Indian perspective.Reviews on environmental health · 2017
- The genetic toxicology of aldrin and dieldrin.Mutation research · 1981
via PubMed
Wikidata facts
- Mass
- 361.875716336
Show 14 more facts
- chemical formula
- C₁₂H₈Cl₆
- NIOSH Pocket Guide ID
- 0016
- density
- 1.60
- immediately dangerous to life or health
- 25
- melting point
- 219
- vapor pressure
- 0.00008
- solubility
- 0.003
- time-weighted average exposure limit
- 0.01
- median lethal dose (LD50)
- 44
- minimal lethal dose
- 5.8
- short-term exposure limit
- 0.03
- Commons category
- Aldrin
- isomeric SMILES
- C1[C@@H]2C=C[C@H]1[C@H]3[C@@H]2[C@]4(C(=C([C@@]3(C4(Cl)Cl)Cl)Cl)Cl)Cl
- canonical SMILES
- ClC1=C(Cl)C2(Cl)C3C4C=CC(C4)C3C1(Cl)C2(Cl)Cl
Sources (7)
via Wikidata · CC0
~11 min read
Article
14 sectionsContents
- Structure and Reactivity
- Synthesis
- Available forms
- Mechanism of action
- Neurotoxicity
- Metabolism
- Efficacy and side effects
- Efficacy
- Adverse effects
- Toxicity
- Effects on animals
- Environmental impact and regulation
- Safety and environmental aspects
- References
Aldrin is an organochlorine insecticide that was widely used until the 1990s, when it was banned in most countries. Aldrin is a member of the so-called "classic organochlorines" (COC) group of pesticides. COCs enjoyed a very sharp rise in popularity during and after World War II. Other noteworthy examples of COCs include dieldrin and DDT. After research showed that organochlorines can be highly toxic to the ecosystem through bioaccumulation, most were banned from use. Before the ban, it was heavily used as a pesticide to treat seed and soil. Aldrin and related "cyclodiene" pesticides (a term for pesticides derived from Hexachlorocyclopentadiene) became notorious as persistent organic pollutants.
== Structure and Reactivity == Pure aldrin takes form as a white crystalline powder. Though it is not soluble in water (0.003% solubility), aldrin dissolves very well in organic solvents, such as ketones and paraffins. Aldrin decays very slowly once released into the environment. Though it is rapidly converted to dieldrin by plants and bacteria, dieldrin maintains the same toxic effects and slow decay of aldrin. Aldrin is easily transported through the air by dust particles. Aldrin does not react with mild acids or bases and is stable in an environment with a pH between 4 and 8. It is highly flammable when exposed to temperatures above 200 °C In the presence of oxidizing agents aldrin reacts with concentrated acids and phenols.