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Dieldrin

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Name

Dieldrin

EINECS 200-484-5
CAS No. 60-57-1 Density 1.849g/cm3
PSA 12.53000 LogP 4.48140
Solubility slight

Stability

    Stable. Breakdown product of aldrin in the environment. Incompatiblewith acids, active metals and strong oxidizing agents.

Toxicology

    Toxic. May act as a mutagen. Harmful by ingestion or inhalation
Melting Point 143-144 °C(lit.)

Formula C12H8 Cl6 O Boiling Point 385 C
Molecular Weight 380.913 Flash Point 155.314°C
Transport Information N/A Appearance white or light brown powder or crystals
Safety A human poison by ingestion and possibly other routes. Poison experimentally by inhalation, ingestion, skin contact, intravenous, and intraperitoneal routes. Experimental teratogenic and reproductive data. Absorbed readily through the skin and by other routes. It is a central nervous system stimulant. Questionable carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Human mutation data reported. An insecticide. Dieldrin is considerably more toxic than DDT by ingestion and skin contact. Dieldrin or its derivatives may accumulate in the body from chronic low dosages. When heated to decomposition it emits toxic fumes of Cl. See also ALDRIN. Risk Codes 25-27-40-48/25-50/53-36-20/21/22-11-39/23/24/25-23/24/25-67-65-38-51/53-52/53
Molecular Structure Molecular Structure of 60-57-1 (DIELDRIN) Hazard Symbols Toxic by ingestion, inhalation, and skin absorption. Use restricted to nonagricultural applications. Carcinogenic. TLV: 0.25 mg/m3.
Synonyms

1,4:5,8-Dimethanonaphthalene,1,2,3,4,10,10-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-, endo,exo-(8CI); 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-, (1aa,2b,2aa,3b,6b,6aa,7b,7aa)-; 1,2,3,4,10,10-Hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-endo,exo-5,8-dimethanonaphthalene;1,2,3,4,10,10-Hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-endo-1,4-exo-5,8-dimethanonaphthalene;Aldrin epoxide; Alvit 55; Dieldrex; Dieldrin; Dielmoth; Dorytox; ENT-16225;HEOD; Illoxol; Insectlack; Kombi-Albertan; Moth Snub D; Octalox; Red Shield; SD3417; Termitox; exo-Dieldrin

Article Data 5

Dieldrin Chemical Properties

Chemical Name: Dieldrin
CAS No.: 60-57-1
EINECS: 200-484-5
RTECS: IO1750000
Molecular Formula: C12H8Cl6O
Molecular Weight: 380.91 g/mol
Melting Point: 143-144 °C(lit.)
Density: 1.84 g/cm3 
Flash Point: 155.3 °C
Boiling Point: 416.2 °C at 760 mmHg
Storage temp.: Approx 4°C
Following is the structure of Dieldrin (60-57-1):


Product Categories about Dieldrin (60-57-1) are Analytical Chemistry ; Chlorinated Compounds (Environmental Endocrine Disruptors) ; Environmental Endocrine Disruptors ; 2000/60/ECMore...Close... ; Alpha sort ; Baby Food Directives 13/2003 EC&14/2003 ECPesticides ; CyclodienesPesticides&Metabolites ; D ; DAlphabetic ; DID - DINMethod Specific ; European Community: ISO and DIN ; Insecticides ; Method Specific ; Oeko-Tex Standard 100 ; PesticidesMethod Specific ; 2000/60/EC ; Pesticides
The chemical synonymous of are 1,2,3,4,10,10-Hexachloro-1,4,4a,5,6,7,8,8a-octahydro-6,7-epoxy-1,4:5,8-dimethanonaphthalene ; 1,2,3,4,10,10-Hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a,-octahydro-1,4,-endo-5,8-exo-dimethanonaphthalene ; 1,2,3,4,10,10-Hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-endo,exo-1,4:5,8-dimethanonaphthalene

Dieldrin Production

 Dieldrin (60-57-1) can be formed from the synthesis of hexachloro-1,3-cyclopentadiene with norbornadiene in a Diels-Alder reaction, followed by epoxidation of the norbornene ring.

 

Dieldrin Toxicity Data With Reference

1.    

mmo-sat 1 mg/L

    JOHEA8    Journal of Heredity. 68 (1977),184.
2.    

mma-hmn:fbr 1 µmol/L

    MUREAV    Mutation Research. 42 (1977),161.
3.    

dns-hmn:fbr 1 µmol/L

    MUREAV    Mutation Research. 42 (1977),161.
4.    

dni-hmn:hla 400 µmol/L

    MUREAV    Mutation Research. 92 (1982),427.
5.    

otr-rat-orl 5 mg/kg

    CNREA8    Cancer Research. 40 (1980),1157.
6.    

orl-rat TDLo:14 µg/kg (multi):REP

    PCBPBS    Pesticide Biochemistry and Physiology. 13 (1980),20.
7.    

orl-ham TDLo:30 mg/kg (female 8D post):TER

    TJADAB    Teratology, A Journal of Abnormal Development. 9 (1974),11.
8.    

orl-rat TDLo:200 mg/kg/2Y-C:ETA

    FCTXAV    Food and Cosmetics Toxicology. 2 (1964),551.
9.    

orl-mus TDLo:546 mg/kg/65W-C:CAR

    ARTODN    Archives of Toxicology.Suppl.2(1979),197.
10.    

orl-mus TD:11 g/kg/3Y-C:NEO

    FCTXAV    Food and Cosmetics Toxicology. 11 (1973),415.
     

 

Dieldrin Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 196.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 5 (1974),p. 125.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 5 (1974),p. 125.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay (feed); Clear Evidence: mouse NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-21 ,1978. ; No Evidence: rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-22 ,1978. ; Inadequate Studies: rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-21 ,1978. .

Dieldrin Safety Profile

A human poison by ingestion and possibly other routes. Poison experimentally by inhalation, ingestion, skin contact, intravenous, and intraperitoneal routes. Experimental teratogenic and reproductive data. Absorbed readily through the skin and by other routes. It is a central nervous system stimulant. Questionable carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Human mutation data reported. An insecticide. Dieldrin is considerably more toxic than DDT by ingestion and skin contact. Dieldrin or its derivatives may accumulate in the body from chronic low dosages. When heated to decomposition it emits toxic fumes of Cl. See also ALDRIN.
Hazard Codes:
N: Dangerous for the environment
T+: Very toxic
F: Flammable
Xn: Harmful
Xi: Irritant
T: Toxic
Risk Statements about Dieldrin (60-57-1):
R11 Highly flammable.
R25 Toxic if swallowed.
R27 Very toxic in contact with skin.
R36 Irritating to eyes.
R38 Irritating to skin.
R40 Limited evidence of a carcinogenic effect.
R65 Harmful: may cause lung damage if swallowed. 
R67 Vapours may cause drowsiness and dizziness.
R21/22: Harmful in contact with skin and if swallowed.
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed.
R50/53: Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements about Dieldrin (60-57-1):
S7 Keep container tightly closed.
S16 Keep away from sources of ignition.
S22 Do not breathe dust.
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 Wear suitable protective clothing.
S60 This material and its container must be disposed of as hazardous waste. 
S61 Avoid release to the environment. Refer to special instructions / safety data sheets.
S36/37: Wear suitable protective clothing and gloves.

Dieldrin Standards and Recommendations

OSHA PEL: TWA 0.25 mg/m3 (skin)
ACGIH TLV: TWA 0.25 mg/m3 (skin); Not Classifiable as a Human Carcinogen
DFG MAK: 0.25 mg/m3
NIOSH REL: (Dieldrin) Lowest reliable detectable level
DOT Classification:  6.1; Label: Poison

Dieldrin Specification

 Dieldrin (60-57-1) is a chlorinated hydrocarbon originally produced in 1948 by J. Hyman & Co, Denver, as an insecticide. The molecule has a ring structure based on naphthalene.It is closely related to aldrin which reacts further to form dieldrin. Aldrin is not toxic to insects, it is oxidised 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.Originally developed in the 1940s as an alternative to DDT, dieldrin proved to be a highly effective insecticide and was very widely used during the 1950s to early 1970s. Endrin is a stereoisomer of dieldrin.However, it is an extremely persistent organic pollutant, it does not easily break down. Furthermore it tends to biomagnify as it is passed along the food chain. Long-term exposure has proven toxic to a very wide range of animals including humans, far greater than to the original insect targets. For this reason it is now banned in most of the world.It has been linked to health problems such as Parkinson's, Breast Cancer, and immune, reproductive, and nervous system damage. It can also adversly affect testicular descent in the fetus if a pregnant woman is exposed to Dieldrin.

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