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DIELDRIN

DIELDRIN Structure
CAS No.
60-57-1
Chemical Name:
DIELDRIN
Synonyms
Dieldrine;dimethanonaphthalene;8-dimethanonaphthalene;1,2,3,4,10,10-HEXACHLORO-1,4,4A,5,6,7,8,8A-OCTAHYDRO-6,7-EPOXY-1,4:5,8-DIMETHANONAPHTHALENE;HEOD;Alvit;sd3417;alvit55;Dildrin;Dorytox
CBNumber:
CB6108911
Molecular Formula:
C12H8Cl6O
Molecular Weight:
380.91
MOL File:
60-57-1.mol
Modify Date:
2024/3/14 15:18:27

DIELDRIN Properties

Melting point 143-144 °C(lit.)
Boiling point 496.11°C (rough estimate)
Density 1.75 g/cm3
vapor density 13.2 (vs air)
vapor pressure 30.7 and 58.5 at 20 and 25 °C, respectively (gas saturation-GC, Grayson and Fosbraey, 1982)
refractive index 1.5550 (estimate)
Flash point 2 °C
storage temp. APPROX 4°C
solubility Soluble in ethanol and benzene (Weast, 1986)
Water Solubility 195ug/L(25 ºC)
Merck 3103
BRN 91396
Henry's Law Constant 27.6 at 5 °C, 63.2 at 15 °C, 82.9 at 20 °C, 97.7 at 25 °C, 217 at 35 °C:in 3% NaCl solution: 66.1 at 5 °C, 158 at 15 °C, 395 at 25 °C, 507 at 35 °C (gas stripping-GC, Cetin et al., 2006)
Exposure limits NIOSH REL: TWA 0.25 mg/m3, IDLH 50 mg/m3; OSHA PEL: TWA 0.25 mg/m3; ACGIH TLV: TWA 0.25 mg/m3.
Stability Stable. Breakdown product of aldrin in the environment. Incompatible with acids, active metals and strong oxidizing agents.
IARC 2A (Vol. 5, Sup 7, 117) 2019
EPA Substance Registry System Dieldrin (60-57-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS08,GHS09
Signal word  Danger
Hazard statements  H300+H310-H351-H372-H410
Precautionary statements  P202-P264-P273-P280-P301+P310-P302+P352+P310
Hazard Codes  T+,N,Xn,F,T,Xi
Risk Statements  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
Safety Statements  22-36/37-45-60-61-36-26-16-62-7
RIDADR  UN 2811 6.1/PG 1
OEB C
OEL TWA: 0.25 mg/m3 [skin]
WGK Germany  3
RTECS  IO1750000
HazardClass  6.1(a)
PackingGroup  II
HS Code  29104000
Toxicity LD50 orally in rats: 46 mg/kg (Gaines)
IDLA 50 mg/m3
NFPA 704
0
4 0

DIELDRIN Chemical Properties,Uses,Production

Chemical Properties

Dieldrin is a colorless to light tan solid with a mild chemical odor. The Odor Threshold in water is 0.04 mg/L

Physical properties

White crystals to pale tan flakes with an odorless to mild chemical odor. Odor threshold concentration is 41 μg/L (quoted, Keith and Walters, 1992).

Uses

Dieldrin was first used by cotton growers in the 1950s; it has subsequently been used on other crops for the control of vectorborne diseases and for mothproofing woolen goods. Dieldrin, as well as other cyclodiene insecticides, is uniquely suited for the control of termites. In 1974, the U.S. registration of products containing aldrin and dieldrin was canceled. As a result of worldwide concerns regarding the potential human health and environmental impacts of dieldrin, its manufacture ceased by the early 1990s.
Occupational exposures have occurred among all groups that have been involved in the manufacture or handling of the compound, and in the spraying of dieldrin suspensions and emulsions. Overexposure, resulting in acute intoxication, occurred primarily in the early days of dieldrin, aldrin, and endrin manufacture and in spraying operations with these compounds in Kenya, India, Iran, and other malariainfested countries.

General Description

DIELDRIN is a light-tan flaked solid. DIELDRIN is insoluble in water. DIELDRIN is toxic by inhalation, skin absorption and ingestion. DIELDRIN can penetrate intact skin. DIELDRIN is used as an insecticide.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

DIELDRIN is sensitive to mineral acids, acid catalysts, acid oxidizing agents and active metals. DIELDRIN reacts with phenols. DIELDRIN is also slightly corrosive to metals. DIELDRIN may react vigorously with strong oxidizers such as chlorine and permanganates and strong acids such as sulfuric or nitric.

Health Hazard

Highly toxic; toxic symptoms similar to theseof aldrin; affects central nervous system,liver, kidneys, and skin; causes headache,dizziness, nausea, vomiting, tremor, ataxia,clonic and tonic convulsions, and respiratoryfailure; oral LD50 value (mice): 38 mg/kg;causes liver cancers in animals; inadequateevidence in humans; RCRA Waste Number P037.
Exposure to many organochlorine pesticides has been linked to an increasedrisk of Parkinson’s disease. In this context,dieldrin has been the most implicated ofall. Dieldrin has been found, during postmortem, in the brain tissues of humanswith Parkinson’s disease, indicating that itpromotes dopaminergic degeneration. Various neurotoxic studies following exposure todieldrin have been conducted in both cellcultures and animal models. Such studiesindicated that dieldrin-induced neurotoxicity via mechanisms associated with dopaminergic degeneration including oxidative stress,mitochondrial dysfunction, protein aggregation, and apoptosis. Such effects cancause neuronal cell death and neurodegenerative diseases including Parkinson’s disease.Kanthasamy et al. (2005) have revieweddieldrin-induced neurotoxicity..

Fire Hazard

Special Hazards of Combustion Products: Toxic and irritating hydrogen chloride fumes may form in fire.

Agricultural Uses

Insecticide: Manufacture in the United States prohibited since 1974. In 1987, EPA banned all uses. Banned for use in EU (also for export) All uses of dieldrin (and Aldrin) were canceled in 1974, except for subsurface ground insertion for termite control, dipping of non-food roots and tops, and moth-proofing by manufacturing processes in a closed system (EPA 1974). In 1987, these final three uses were voluntarily canceled by the sole manufacturer. Currently there are more than 25 global suppliers

Trade name

ALVIT®; BELCO®[C]; COMPOUND 497®; D-31®; DIELDREX®; DIELDRITE®; ILLOXOL®; KILLGERM DETHLAC INSECTICIDAL LAQUER®; OCTALOX®; OXRALOX®; PANORAM®; PANORAM D-31®; PRENTOX®[C]; QUINTOX®; ROYAL BRAND®[C]; SD 3417®

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.

Potential Exposure

Aldrin belongs to the group of cyclodiene insecticides. They are a subgroup of the chlorinated cyclic hydrocarbon insecticides which include DDT, BHC, etc. They were manufactured in the United States by Shell Chemical Co. until the United States Environmental Protection Agency prohibited their manufacture in 1974 under the Federal Insecticide, Fungicide, and Rodenticide Act. The primary use of the chemicals in the past was for control of corn pests, although they were also used by the citrus industry. Dieldrin’s persistence in the environment is due to its extremely low volatility (i.e., a vapor pressure of 1.78 3 1027 mmHg @ 20°C), and low solubility in water (186 μg/L @ 25°C29°C). In addition, dieldrin is extremely apolar, resulting in a high affinity for fat which accounts for its retention in animal fats, plant waxes; andother such organic matter in the environment. The fat solubility of dieldrin results in the progressive accumulation in the food chain which may result in a concentration in an organism which would exceed the lethal limit for a consumer.

Carcinogenicity

Accumulating evidence suggests that dieldrin is “not a likely human carcinogen” and that it acts as a species-specific hepatocarcinogen in mice through nongenotoxic mechanisms.
The 2003 ACGIH threshold limit valuetime- weighted average (TLV-TWA) for dieldrin is 0.25mg/m3 with a notation for skin absorption.

Shipping

UN2761 Organochlorine pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Incompatibilities

Incompatible with strong acids: concentrated mineral acids; acid catalysts; phenols, strong oxidizers, active metals; like sodium, potassium, magnesium, and zinc. Keep away from copper, iron, and their salts.

Waste Disposal

Incineration (816C, 0.5 second minimum for primary combustion; 1760C, 1.0 second for secondary combustion) with adequate scrubbing and ash disposal facilities. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≧100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal

DIELDRIN Preparation Products And Raw materials

Raw materials

Preparation Products

DIELDRIN Spectrum

Dieldrin Solution in Methanol Dieldrinsolution,100ppm 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- Dieldrin Solution in Methanol solution, 100ppm Dieldrin, Pesticide Mix 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 COMPOUND 497(R) DIELDRIN HEOD 'LGC' (1122) OCTALOX(R) OCTALOX(R)HALENE PANORAM D-31 (1aalpha,2beta,2aalpha,3beta,6beta,6aalpha,7beta,7aalpha)-3,4,5,6,9,9-hexachlo (1r,4s,4as,5r,6r,7s,8s,8ar)-1,2,3,4,10,10-hexachloro-1,4,4a,5,6,7,8,8a-octahyd (1R,4S,4aS,5R,6R,7S,8S,8aR)-1,2,3,4,10,10-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4:5,8-dimethanonaphthalene ,3-b]oxirene ,8a-octahydro-,endo,exo- ,8a-octahydro,endo,exo- dieldrin (bsi,iso,ban,esa,jmaf) dieldrin solution 2,7:3,6-Dimethanonaphth[2,3-b]oxirene3,4,5,6,9,9-Hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-,(1aalpha,2beta,2aalpha,3beta,6beta,6aalpha,7beta,7aalpha)- DIELDRIN STANDARD DIELDRIN, 50MG, NEAT DIELDRIN, TECH., CA. 90% ENDOSULFAN SULFATE PESTANAL, 100 MG DIELDRIN, 250MG, NEAT Orceine synthetic Hexachloro-1,2,3,4,10,10-poxy-6,7-octahydro-1,4,4a,5,6,7,8,8a-endo-1,4-exo-5,8-dimthanonaphthalne dieldrin (ISO) 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- 1,4:5,8-dimethanonaphthalene,1,2,3,4,10,10-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8 1,8,9,10,11,11-hexachloro-4,5-exoepoxy-2,3-7,6-endo-2,1-7,8-exo-tetracyclo(6.2 2,3-b)oxirene 2,7:3,6-dimethanonaphth(2,3-b)oxirene,3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7, 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-,(1aα,2β,2aα,3β,6β,6aα,7β,7aα)- 3,4,10,10-hexachloro-1r,4s,4as,5r,6r,7s,8s,8ar-octahydro-6,7-epoxy-1,4:5,8-2 3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dime-thanonaphth( 3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphth[2 5,8-dimethanonaphthal-ene 7:3,6-Dimethanonaphth(2,3-b)oxirene,3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-,(1a.alph2 7a-octahydro-,(1aalpha,2beta,2aalpha,3beta,6beta,6aalpha,7beta,7aalpha), ai3-16225 Aldrin epoxide aldrinepoxide Alvit Alvit 55 alvit55 apth(2,3-b)oxirene caswellno333 Compd. 497 Compound 497 compound497 Didlsrin dieldren Dieldrex