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Substance Name: Dieldrin [INN:BAN]
RN: 60-57-1
UNII: I0246D2ZS0
InChIKey: DFBKLUNHFCTMDC-PICURKEMSA-N

Note

  • An organochlorine insecticide whose use has been cancelled or suspended in the United States. It has been used to control locusts, tropical disease vectors, in termite control by direct soil injection, and non-food seed and plant treatment. (From HSDB)

Molecular Formula

  • C12-H8-Cl6-O

Molecular Weight

  • 380.9122
 

Classification Codes

Classification Codes

  • Agricultural Chemical
  • Human Data
  • Insecticide
  • Mutation Data
  • Out-Dated Pesticide
  • Reproductive Effect
  • Tumor Data

Superlist Classification Codes

  • 2007 CERCLA Priority List, Rank: 17
  • 2011 CERCLA Priority List, Rank: 18
  • Overall Carcinogenic Evaluation: Group 3
  • Reportable Quantity (RQ) = 1 lb
  • TWA 0.25 mg/m3; skin
  • TWA 0.25 mg/m3; skin; Not classifiable as a human carcinogen

Names and Synonyms

Name of Substance

  • Dieldrin
  • Dieldrin [BSI:ISO]
  • Dieldrin [INN:BAN]
  • HEOD [BSI:ISO]

MeSH Heading

  • Dieldrin

Synonyms

  • (1aalpha,2beta,2aalpha,3beta,6beta,6aalpha,7beta,7aalpha)-3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphth(2,3-b)oxirene
  • (1R,4S,4aS,5R,6R,7S,8S,8aR)-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-1R,4S,4aS,5R,6R,7S,8S,8aR-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-endo-1,4-exo-5,8-dimethanonaphthalene
  • 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-
  • 1,8,9,10,11,11-Hexachloro-4,5-exo epoxy-2,3-7,6-endo-2,1-7,8-exo-tetracyclo(6.2.1.1 3,6.0 2,7)dodec-9-ene
  • 3,4,5,6,9,9-Hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphth(2,3-b)oxirene
  • AI3-16225
  • Aldrin epoxide
  • Alvit
  • Alvit 55
  • Caswell No. 333
  • CCRIS 233
  • Compound 497
  • Dieldren
  • Dieldrex
  • Dieldrin
  • Dieldrina
  • Dieldrina [INN-Spanish]
  • Dieldrine
  • Dieldrine [French]
  • Dieldrine [INN-French]
  • Dieldrine [ISO-French]
  • Dieldrinum
  • Dieldrinum [INN-Latin]
  • Dieldrite
  • Dielmoth
  • Dildrin
  • Dorytox
  • EINECS 200-484-5
  • endo,exo-3,4,5,6,9,9-Hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethenapth(2,3-b)oxirene
  • ENT 16,225
  • EPA Pesticide Chemical Code 045001
  • exo-Dieldrin
  • HEOD
  • Hexachloroepoxyoctahydro-endo,exo-dimethanonaphthalene
  • HSDB 322
  • Illoxol
  • Insecticide No. 497
  • Insectlack
  • Kombi-Albertan
  • Latka 497
  • Latka 497 [Czech]
  • Moth Snub D
  • NCI-C00124
  • NSC 8934
  • Octalox
  • Panoram D-31
  • RCRA waste number P037
  • Red Shield
  • SD 3417
  • Shelltox
  • Termitox
  • UNII-I0246D2ZS0

Systematic Names

  • 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-
  • 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-, (1aalpha,2beta,2aalpha,3beta,6beta,6aalpha,7beta,7aalpha)-
  • 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-, (1aR,2R,2aS,3S,6R,6aR,7S,7aS)-rel-
  • A mixture containing 85 percent of 1,2,3,4,10,10-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-exo-5,8-endo-dimethanonaphthalene
  • Dieldrin

Superlist Names

  • 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-, (1aalpha,2beta,2aalpha,3beta,6beta,6aalpha,7beta,7aalpha)-
  • Dieldrin
  • Dieldrin [NA2761] [Poison]
  • NA2761
  • RCRA waste no. P037

Registry Numbers

CAS Registry Number

  • 60-57-1

FDA UNII

  • I0246D2ZS0

Other Registry Numbers

  • 12622-75-2
  • 17301-10-9
  • 3039-00-7
  • 33648-22-5
  • 59029-57-1

System Generated Number

  • 0000060571

Structure Descriptors

InChI

1S/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15)12(11,17)18/h2-7H,1H2/t2-,3+,4+,5-,6-,7+,10+,11-

InChIKey

DFBKLUNHFCTMDC-PICURKEMSA-N

Smiles

C1[C@@H]2[C@H]3[C@@H]([C@H]1[C@H]4[C@@H]2O4)[C@]5(C(=C([C@@]3(C5(Cl)Cl)Cl)Cl)Cl)Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 13300ug/kg (13.3mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
cat LC50 inhalation 80mg/m3/4H (80mg/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT		 Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 8(4), Pg. 30, 1964.
cat LDLo oral 500mg/kg (500mg/kg) LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

LIVER: FATTY LIVER DEGERATION

KIDNEY, URETER, AND BLADDER: OTHER CHANGES 		Communicationes Veterinariae. Vol. 2, Pg. 71, 1958.
cat LDLo skin 750mg/kg (750mg/kg) BEHAVIORAL: WITHDRAWAL

GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: FOOD INTAKE (ANIMAL)		 Communicationes Veterinariae. Vol. 2, Pg. 71, 1958.
chicken LD50 oral 20mg/kg (20mg/kg) SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: FOOD INTAKE (ANIMAL)		 Journal of Economic Entomology. Vol. 44, Pg. 1013, 1951.
dog LD50 oral 65mg/kg (65mg/kg)   Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 198, 1973.
dog LDLo unreported 65mg/kg (65mg/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 3, Pg. 64, 1951.
duck LD50 oral 381mg/kg (381mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 57, 1971.
guinea pig LD50 oral 49mg/kg (49mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 377, 1966.
hamster LD50 oral 60mg/kg (60mg/kg)   Teratology, The International Journal of Abnormal Development. Vol. 9, Pg. 11, 1974.
human LDLo unreported 28mg/kg (28mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

CARDIAC: OTHER CHANGES		 Archiv fuer Toxikologie. Vol. 22, Pg. 115, 1966.
mammal (species unspecified) LD50 oral 94mg/kg (94mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)		 National Technical Information Service. Vol. PB288-416,
mammal (species unspecified) LD50 unreported 25mg/kg (25mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 63, 1971.
man LDLo oral 65mg/kg (65mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 215, 1969.
monkey LD50 oral 3mg/kg (3mg/kg)   "Aldrin Dieldrin Endrin and Telodrin: An Epidemiological and Toxicological Study of Long-Ter Occupational Exposure," Jager, K.W., New York, Elsevier Science Pub. Co., 1970Vol. -, Pg. 79, 1970.
mouse LD50 intracrebral 3mg/kg (3mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology Letters. Vol. 60, Pg. 289, 1992.
mouse LD50 intravenous 10500ug/kg (10.5mg/kg)   Toxicology and Applied Pharmacology. Vol. 23, Pg. 408, 1972.
mouse LD50 oral 38mg/kg (38mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 13, 1978.
mouse LDLo intraperitoneal 26mg/kg (26mg/kg)   Toxicology and Applied Pharmacology. Vol. 23, Pg. 288, 1972.
pig LD50 oral 38mg/kg (38mg/kg)   European Journal of Toxicology and Environmental Hygiene. Vol. 7, Pg. 159, 1974.
pigeon LD50 intravenous 1200mg/kg (1200mg/kg)   "Aldrin Dieldrin Endrin and Telodrin: An Epidemiological and Toxicological Study of Long-Ter Occupational Exposure," Jager, K.W., New York, Elsevier Science Pub. Co., 1970Vol. -, Pg. 79, 1970.
pigeon LD50 oral 23700ug/kg (23.7mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
quail LD50 oral 10780ug/kg (10.78mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: IRRITABILITY		 Environmental Toxicology and Chemistry. Vol. 1, Pg. 157, 1982.
rabbit LD50 oral 45mg/kg (45mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 377, 1966.
rabbit LD50 skin 250mg/kg (250mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 13, 1978.
rabbit LDLo subcutaneous 150mg/kg (150mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 73, 1982.
rat LC50 inhalation 13mg/m3/4H (13mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 73, 1982.
rat LD50 intraperitoneal 35mg/kg (35mg/kg)   Comparative Biochemistry and Physiology, C: Pharmacology, Toxicology and Endocrinology. Vol. 85, Pg. 437, 1986.
rat LD50 intravenous 9mg/kg (9mg/kg)   British Journal of Industrial Medicine. Vol. 21, Pg. 269, 1964.
rat LD50 oral 38300ug/kg (38.3mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 3, Pg. 402, 1955.
rat LD50 skin 56mg/kg (56mg/kg)   Roczniki Panstwowego Zakladu Higieny. Vol. 18, Pg. 161, 1967.
rat LD50 subcutaneous 49mg/kg (49mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 73, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 175.5 deg C   EXP
Boiling Point 330 deg C   EXP
log P (octanol-water) 5.4 (none)   EXP
Water Solubility 0.195 mg/L 25 EXP
Vapor Pressure 5.89E-06 mm Hg 25 EXP
Henry's Law Constant 1.00E-05 atm-m3/mole 25 EXP
Atmospheric OH Rate Constant 9.20E-12 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.