ALDRIN

ALDRIN Basic information
Product Name:ALDRIN
Synonyms:1,2,3,4,10,10-HEXACHLORO-1,4,4A,5,8,8A-HEXAHYDRO-ENDO-EXO-1,4:5,8-DIMETHANO-NAPHTHALENE;1,2,3,4,10,10-HEXACHLORO-1,4,4A,5,8,8A-HEXAHYDRO-1,4-ENDO-EXO-5,8-DIMETHANON NAPHTHALENE;1,2,3,4,10,10-HEXACHLORO-1,4,4A,5,8,8A-HEXAHYDRO-1,4-ENDO-EXO-5,8-DIMETHYLNAPHTHALENE;ALDRIN, 100MG, NEAT;ALDRIN, 1X1ML, MEOH, 5000UG/ML;4-[(3,3-Dimethylbicyclo[2.2.1]hept-2-yl) methyl]-2-methylcyclohexanone;4-Camphyl-2-methylcyclohexanone;aldrin (bsi,iso)
CAS:309-00-2
MF:C12H8Cl6
MW:364.91
EINECS:206-215-8
Product Categories:Pesticides;2000/60/EC;A;AA to ALPesticides;A-BAlphabetic;Alpha sort;CyclodienesMethod Specific;European Community: ISO and DIN;Insecticides;Oeko-Tex Standard 100;Pesticides&Metabolites;PesticidesMethod Specific;2000/60/ECMore...Close...;Alphabetic;AA to ALMethod Specific;Baby Food Directives 13/2003 EC&14/2003 ECPesticides
Mol File:309-00-2.mol
ALDRIN Structure
ALDRIN Chemical Properties
Melting point 104℃
Boiling point 450.9°C (rough estimate)
density 1.6 g/cm3
vapor pressure (x 10-5 mmHg):6.35 and 12 at 20 and 25 °C, respectively (gas saturation-GC, Grayson and Fosbraey, 1982)24.9 at 25 °C (estimated-GC, Bidleman, 1984)
refractive index 1.5840 (estimate)
Fp -12 °C
storage temp. APPROX 4°C
solubility Chloroform (Slightly), Methanol (Slightly)
form neat
Water Solubility 0.2mg/L(25 ºC)
Merck 13,225
BRN 2336652
Henry's Law Constant181 at 5 °C, 371 at 15 °C, 427 at 20 °C, 493 at 25 °C, 714 at 35 °C:in 3% NaCl solution: 287 at 5 °C, 566 at 15 °C, 901 at 25 °C, 1,130 at 35 °C (gas stripping-GC, Cetin et al., 2006)
Exposure limitsNIOSH REL: 0.25 mg/m3, IDLH 25 mg/m3; OSHA PEL: TWA 0.25 mg/m3; ACGIH TLV: TWA 0.25 mg/m3.
Stability:Stable. Non-flammable. Incompatible with active metals, acid oxidizing agents, acid catalysts.
CAS DataBase Reference309-00-2(CAS DataBase Reference)
IARC2A (Vol. 5, Sup 7, 117) 2019
EPA Substance Registry SystemAldrin (309-00-2)
Safety Information
Hazard Codes T,N,Xn,F,Xi
Risk Statements 24/25-40-48/24/25-50/53-67-65-38-11-36-20/21/22-36/37/38-39/23/24/25-23/24/25-52/53-27-25
Safety Statements 22-36/37-45-60-61-62-36-26-16-33-7-28-29-9
RIDADR 2761
WGK Germany 3
RTECS IO2100000
HazardClass 6.1(a)
PackingGroup II
Hazardous Substances Data309-00-2(Hazardous Substances Data)
ToxicityLD50 in male, female rats (mg/kg): 39, 60 orally (Gaines)
IDLA25 mg/m3
MSDS Information
ALDRIN Usage And Synthesis
Chemical Propertiesoff-white solid
Physical propertiesColorless to white, odorless crystals when pure; technical grades are tan to dark brown with a mild, characteristic chemical odor. The odor threshold concentration in water is 17 μg/kg (Sigworth, 1964).
UsesFormerly as insecticide and fumigant; manufacture and use has been discontinued in the U.S
UsesAldrin has been used as an insecticide for soil insects and the control of termites around buildings. Industrial exposures occur among groups that have been involved in the manufacture of aldrin, and in the handling and spraying of suspensions and emulsions of this compound.
UsesInsecticide.
DefinitionChEBI: An organochlorine compound resulting from the Diels-Alder reaction of hexachlorocyclopentadiene with norbornadiene. It was widely used as an insecticide before being banned in the 1970s as a persistent organic pollutant.
General DescriptionAldrin, cast solid is a brown to white solid. If the large pieces are broken up or powdered, ALDRIN is toxic by inhalation and skin absorption. ALDRIN is insoluble in water and noncombustible. ALDRIN is used as an insecticide.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileALDRIN may be sensitive to prolonged exposure to light. ALDRIN is stable to heat and in the presence of inorganic and organic bases. ALDRIN is stable to hydrated metal chlorides and mild acids. ALDRIN is thermally stable up to 392° F and ALDRIN is stable between pH 4 and 8. ALDRIN reacts with concentrated acids and phenols in the presence of oxidizing agents. ALDRIN can be corrosive to metals. ALDRIN can react with acid catalysts, acid oxidizing agents and active metals.
HazardToxic by skin absorption. Central nervous system impairment, and liver and kidney damage. Questionable carcinogen.
Health HazardPoisoning by aldrin usually involves convulsions due to its effects on the central nervous system. Reproductive effects and liver effects have also been reported. It is classified as an extremely toxic chemical. Probable oral lethal dose for humans is between 7 drops and one oz. for a 150 lb. adult human. Conflicting reports of carcinogenicity of ALDRIN remain an area of controversy. Similar chemically and toxicologically to dieldrin.
Health HazardHighly toxic to humans and animals by allroutes of exposure; absorbed through skin aswell; toxic symptoms — headache, dizziness,nausea, vomiting, tremor, ataxia, convulsions, central nervous system depression, andrespiratory failure; also causes renal damage; oral LD50 value 30–100 mg/kg in mosttest animals metabolizes to dieldrin; oraladministration in rats and mice increased theincidence of liver and lung cancer, carcinogenicity: animal and human evidence inadequate; exposure limit 0.25 mg/m3 (skin)(ACGIH); RCRA Waste Number P004.
Fire HazardWhen heated to decomposition, ALDRIN emits toxic fumes of chlorine containing compounds. Commercial solutions may contain flammable or combustible liquids. The dry powder will not burn. Container may explode in heat of fire. Avoid concentrated mineral acids, acid catalysts, acid oxidizing agents, phenols, or active metals.
Safety ProfileSuspected carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by ingestion, skin contact, intravenous, and intraperitoneal routes. Human systemic effects by ingestion: excitement, tremors, and nausea or vomiting. An experimental teratogen. Other experimental reproductive effects. Continued acute exposure causes liver damage. Human mutation data reported. See also CHLORINATED HYDROCARBONS. When heated to decomposition it emits toxic fumes of Cl-.
CarcinogenicityRodent carcinogenicity evaluations of aldrin have been extensively reviewed, with the conclusion that the mouse-specific hepatocarcinogenic activity of aldrin occurs through a nongenotoxic mode of action involving promotion of spontaneously initiated liver cells.
Environmental FateBiological. Dieldrin is the major metabolite formed from the microbial degradation of aldrin via epoxidation (Lichtenstein and Schulz, 1959; Korte et al., 1962; Kearney and Kaufman, 1976). Microorganisms responsible for this reaction were identified as Aspergillus niger, Aspergillus flavus, Penicillium chrysogenum and Penicillium notatum (Korte et al., 1962). Dieldrin may further degrade to photodieldrin (Kearney and Kaufman, 1976). A pure culture of the marine alga namely Dunaliella sp. degraded aldrin to dieldrin andthe diol at yields of 23.2 and 5.2%, respectively (Patil et al., 1972). In four successive 7- day incubation periods, aldrin (5 and 10 mg/L) was recalcitrant to degradation in a settled domestic wastewater inoculum (Tabak et al., 1981). In a mixed microbial population under anaerobic conditions, nearly all aldrin (87%) degraded to two unidentified products in 4 days (Maule et al., 1987)
Soil. Patil and Matsumura (1970) reported 13 of 20 soil microorganisms were able to degrade aldrin to dieldrin under laboratory conditions. Harris and Lichtenstein (1961) studied the volatilization of aldrin (4 ppm) in Plainfield sand and quartz
Aldrin was found to be very persistent in an agricultural soil. Fifteen years after application of aldrin (20 lb/acre), 5.8% of the applied dosage was recovered as dieldrin and 0.2% was recovered as photodieldrin (Lichtenstein et al., 1971).
Plant. Photoaldrin and photodieldrin formed when aldrin was codeposited on bean leaves and exposed to sunlight (Ivie and Casida, 1971). Dieldrin and 1,2,3,4,7,8-hexachloro-1,4,4a,6,7,7a-hexahydro-1,4-endo-methyleneindene-5,7-dicarboxylic acid were identified in aldrin-treated soil on which potatoes were grown (Klein et al., 1973)
Surface Water. Under oceanic conditions, aldrin may undergo dihydroxylation at the chlorine free double bond to produce aldrin diol (Verschueren, 1983). When raw water obtained from the Little Miami River in Ohio containing aldrin (10 μg/L) was p
Solubility in organics50 g/L in alcohol at 25 °C (quoted, Meites, 1963); very soluble (>600 mg/L) in acetone, benzene, xylenes (Worthing and Hance, 1991), and many chlorinated hydrocarbons such as chloroform, carbon tetrachloride, etc.
Solubility in water50 g/L in alcohol at 25 °C (quoted, Meites, 1963); very soluble (>600 mg/L) in acetone, benzene, xylenes (Worthing and Hance, 1991), and many chlorinated hydrocarbons such as chloroform, carbon tetrachloride, etc.
Toxicity evaluationConsistent with its intended use on insects in soil, aldrin is not very water soluble. It binds to sediment, but rarely leaches into deeper soil layers and groundwater. Aldrin is volatile and readily degrades to dieldrin in the environment. When aldrin is applied to silty loam soil, the amount detectable in 1.7 years will have declined by 25% of the amount applied. Aldrin is estimated to have a half-life in soil of 1.5–5.2 years, depending on the composition of the soil.
Persistence is defined in terms of the half-life of a substance in the soil. For aldrin, this has been determined to be 2–15 years. Aldrin is largely converted via biological or abiotic mechanisms to dieldrin, which is significantly more persistent. Both aldrin and dieldrin are absorbed into the food chain. Residues may remain in the soil for a long period, if contaminated plant and animal materials are added to the topsoil. Aldrin and dieldrin are retained in the fatty materials of sewage sludge, and in fish emulsions used as fertilizers. Topical soil application of these materials makes these compounds available to grazing animals, which ingest some soil when they crop grass. Aldrin may be volatilized from sediment, and redistributed by air currents, contaminating distant areas. Nationally, levels of aldrin have declined since agricultural uses were discontinued.
ALDRIN Preparation Products And Raw materials
Preparation ProductsPyruvic acid
1,2-DICHLORODECANE 3-Chlorocyclopentene 2-Chlorohept-1-ene ALDRIN-13C4 1,1,2-TRICHLORO-2-METHYLPROPANE 3-CYCLOPENTYLCYCLOPENTENE 2-CHLORO-2,5-DIMETHYLHEXANE 1,1-DICHLOROCYCLOPENTANE 2-Chloro-1-octene 5-ETHYLBICYCLO(2.2.1)-2-HEPTENE 9-chloronon-1-ene 1,5-Dichloropentane 1,6-Dichlorohexane 1,2-DICHLOROOCTANE 3-CHLOROCYCLOHEXENE chlorocyclooctane 1,2,3,4-TETRACHLOROBUTANE MESO-1 2 3 4-TETRACHLOROBUTANE

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