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309-00-2

309-00-2 Structure

309-00-2 Structure
IdentificationMore
[Name]

ALDRIN
[CAS]

309-00-2
[Synonyms]

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
1,2,3,4,10,10-HEXACHLORO-1,4,4A,5,8,8A-HEXAHYDRO-ENDO-EXO-1,4:5,8-DIMETHANO-NAPHTHALENE
ALDERIN
ALDRIN
ALDRIN (TM)
HHDN
'LGC' (1123)
(1alpha,4alpha,4abeta,5alpha,8alpha,8abeta)-1,2,3,4,10,10-hexachloro-1,4,
(1r,4s,4as,5s,8r,8ar)-1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-1,4:5,8
(1R,4S,4aS,5S,8R,8aR)-1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-1,4:5,8-dimethanonaphthalene
(1r,4s,5s,8r)-1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-1,4:5,8-dimetha
,(1alpha,4alpha,4abeta,5alpha,8alpha,8abeta)-
,endo,exo-
1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-1,4,5,8-dimethanonaphthalen
1,2,3,4,10,10-Hexachloro-1,4,4a,5,8,8a-hexahydro-1,4,5,8-dimethanonaphthalene
1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-1,4:5,8-dimethanonaphthalene
1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-1,4-endo,exo-5,8-dimethanonap
1,2,3,4,10,10-Hexachloro-1,4,4a,5,8,8a-hexahydro-1,4-endo,exo-5,8-dimethanonaphthalene
1,2,3,4,10,10-Hexachloro-1,4,4a,5,8,8a-Hexahydro-1,4-endo-5,8-dimethanonaphthalene
[EINECS(EC#)]

206-215-8
[Molecular Formula]

C12H8Cl6
[MDL Number]

MFCD00135587
[Molecular Weight]

364.91
[MOL File]

309-00-2.mol
Chemical PropertiesBack Directory
[Appearance]

off-white solid
[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
[form ]

neat
[Stability:]

Stable. Non-flammable. Incompatible with active metals, acid oxidizing agents, acid catalysts.
[Water Solubility ]

0.2mg/L(25 ºC)
[Merck ]

13,225
[BRN ]

2336652
[Henry's Law Constant]

181 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 limits]

NIOSH REL: 0.25 mg/m3, IDLH 25 mg/m3; OSHA PEL: TWA 0.25 mg/m3; ACGIH TLV: TWA 0.25 mg/m3.
[Uses]

Insecticide.
[CAS DataBase Reference]

309-00-2(CAS DataBase Reference)
[IARC]

2A (Vol. 5, Sup 7, 117) 2019
[EPA Substance Registry System]

Aldrin (309-00-2)
Safety DataBack Directory
[Hazard Codes ]

T,N,Xn,F,Xi
[Risk Statements ]

R24/25:Toxic in contact with skin and if swallowed .
R40:Limited evidence of a carcinogenic effect.
R48/24/25:Toxic: danger of serious damage to health by prolonged exposure in contact with skin and if swallowed .
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R67:Vapors may cause drowsiness and dizziness.
R65:Harmful: May cause lung damage if swallowed.
R38:Irritating to the skin.
R11:Highly Flammable.
R36:Irritating to the eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S22:Do not breathe dust .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S16:Keep away from sources of ignition-No smoking .
S33:Take precautionary measures against static discharges .
S7:Keep container tightly closed .
[RIDADR ]

2761
[WGK Germany ]

3
[RTECS ]

IO2100000
[HazardClass ]

6.1(a)
[PackingGroup ]

II
[Safety Profile]

Suspected 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-.
[Hazardous Substances Data]

309-00-2(Hazardous Substances Data)
[Toxicity]

LD50 in male, female rats (mg/kg): 39, 60 orally (Gaines)
[IDLA]

25 mg/m3
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

Pyruvic acid
Hazard InformationBack Directory
[General Description]

Aldrin, cast solid is a brown to white solid. If the large pieces are broken up or powdered, ALDRIN, SOLID(309-00-2) is toxic by inhalation and skin absorption. ALDRIN, SOLID(309-00-2) is insoluble in water and noncombustible. ALDRIN, SOLID(309-00-2) is used as an insecticide.
[Reactivity Profile]

ALDRIN may be sensitive to prolonged exposure to light. This chemical is stable to heat and in the presence of inorganic and organic bases. ALDRIN, SOLID is stable to hydrated metal chlorides and mild acids. This compound is thermally stable up to 392° F and ALDRIN, SOLID is stable between pH 4 and 8. This compound reacts with concentrated acids and phenols in the presence of oxidizing agents. ALDRIN, SOLID can be corrosive to metals. ALDRIN, SOLID can react with acid catalysts, acid oxidizing agents and active metals.
[Air & Water Reactions]

Insoluble in water.
[Hazard]

Toxic by skin absorption. Central nervous system impairment, and liver and kidney damage. Questionable carcinogen.
[Health Hazard]

Poisoning 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 this compound remain an area of controversy. Similar chemically and toxicologically to dieldrin.
[Fire Hazard]

When heated to decomposition, ALDRIN, SOLID 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.
[Chemical Properties]

off-white solid
[Physical properties]

Colorless 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).
[Definition]

ChEBI: 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.
[Carcinogenicity]

Rodent 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 Fate]

Biological. 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 organics]

50 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 water]

50 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 evaluation]

Consistent 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.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Aldrin(309-00-2).msds
Spectrum DetailBack Directory
[Spectrum Detail]

ALDRIN(309-00-2)MS
ALDRIN(309-00-2)1HNMR
ALDRIN(309-00-2)13CNMR
ALDRIN(309-00-2)IR1
ALDRIN(309-00-2)IR2
Tags:309-00-2 Related Product Information
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