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dieldrin (Ref: ENT 16225 )
** dieldrex ** dieldrite ** SD 3417 ** dieldrine ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Dieldrin is an obsolete insecticide that does not have regulatory approval for use in the EU. It has a low aqueous solubility and is volatile. Based on its chemical properties, it is not expected to leach to groundwater. Its data suggests it is very persistent in soils and is not-mobile. It is highly toxic to mammals with a high potential for bioaccumulation. It is a neurotoxin and probably a mutagen. Dieldrin has a moderate toxicity to birds, aquatic invertebrates and algae but considered to be more toxic to fish and honeybees.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for dieldrin

Description: An obsolete cyclodiene insecticide. Can also be a pesticide transformation product

Example pests controlled: Termites; Locusts; Wood eating insects; Fabric eating insects

Example applications: Wood; Fabrics; Public health situations

Efficacy & activity: -

Availability status: Obsolete; Banned

Introduction & key dates: 1949, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Not applicable
Date inclusion expires Not applicable
EU Candidate for substitution (CfS) Not applicable
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule
Chemical formula C12H8Cl6O
Canonical SMILES C1C2C3C(C1C4C2O4)C5(C(=C(C3(C5(Cl)Cl)Cl)Cl)Cl)Cl
Isomeric 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
International Chemical Identifier key (InChIKey) DFBKLUNHFCTMDC-PICURKEMSA-N
International Chemical Identifier (InChI) 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-/m1/s1
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Dieldrin Unstated isomer Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide, Metabolite
Metabolite Type Soil
Substance group Chlorinated hydrocarbon
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Central nervous system stimulant. GABA-gated chloride channel antagonist. Contact and stomach action
CAS RN 60-57-1
EC number 200-484-5
CIPAC number 16
US EPA chemical code 045001
PubChem CID 969491
Molecular mass (g mol-1) 380.91
PIN (Preferred Identification Name) (1aR,2R,2aS,3S,6R,6aR,7S,7aS)-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
IUPAC name (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
CAS name (1aR,2R,2aS,3S,6R,6aR,7S,7aS)-rel-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
Other status information WFD priority substance; Subject to PIC regulations; POP; LRTAP Annex I; PAN Dirty Dozen; OSPAR soc; Marine Pollutant; Rotterdam Convention (Class O)
Relevant Environmental Water Quality Standards EU Directive 2008/105/EC EQS sum of all cyclodiene pesticides in: Inland surface waters as annual average: 0.01 ug/L; Other surface waters; 0.005 ug/L
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 2A
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Many recorded cases
Agriotes lineatus
Agriotes obscurus
Anopheles sacharovi
Blattella germanica
Chironomus zealandicus
Epitrix cucumeris
Plusia gamma
Physical state White to light brown crystals
Related substances & organisms -

Can be a metabolite of:
Parent Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
aldrin Soil     Not assessed under 91/414 or 1107/2009

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Shell Chemical Co.
  • Hyman
Example products using this active
  • Octalox
  • Panoram D-31
  • Alvit
  • Dieldrex
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied in a variety of formulations including wettable powders, granules and emulsifiable concentrates.


ENVIRONMENTAL FATE

for dieldrin

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 0.14 H4 Low
Solubility - In organic solvents at 20oC (mg l-1) - - -
Melting point (oC) 177 Q3 -
Boiling point (oC) 385 Q3 -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 5.01 X 1003 Calculated -
Log P 3.7 H4 High
Bulk density (g ml-1)/Specific gravity 1.75 F4 -
Dissociation constant (pKa) at 25oC Not applicable Q3 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.024 H4 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 6.50 X 10-02 H4 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.26 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 5.35 X 10-03 Calculated -
Note Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated High
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 1400 M4 Very persistent
DT50 (lab at 20oC) 2000 A3 Very persistent
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note Best available data, PIC DGD DT50 5 years; Other sources: DT50 800-900 days (R3)
Dissipation rate RL50 on plant matrix Value 6.8 R4 -
Note Published literature RL50 range 6.5-7.0 days, 2 field crops, various matrices, n=2
Dissipation rate RL50 on and in plant matrix Value 6.0 R4 -
Note Published literature RL50 range 2.0-10.0 days, 6 field crops, various matrices, n=8
Aqueous photolysis DT50 (days) at pH 7 Value - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value - - -
Note -
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - H3 Non-mobile
Koc 12000
Notes and range -
Freundlich Kf 1563 Q2 -
Kfoc -
1/n 0.95
Notes and range Mean of 3 soils. Organic Kf=4246; Sandy loam Kf=338; Sand Kf=106
pH sensitivity -


ECOTOXICOLOGY

for dieldrin

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 35000 R3 (whole body, Literature values Log BCF range 1.4-4.1 (R3)) High potential
CT50 (days) 1 -
Mammals - Acute oral LD50 (mg kg-1) 46 F4 Rat High
Mammals - Short term dietary NOEL (mg kg-1) - Q2 Rat -
(ppm diet) 0.5 -
Birds - Acute LD50 (mg kg-1) 153 F3 Anas platyrhynchos Moderate
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.0012 F4 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.25 F4 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.1 F4 Chlorella pyrenoidosa Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 0.32 F3 High
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) 0.029 R4 Trigona spinipes High
Mode of exposure Contact
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) 0.0036 R4 Megachile rotundata High
Mode of exposure Contact
Earthworms - Acute 14 day LC50 (mg kg-1) - - -
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for dieldrin

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) 46 F4 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) 60 L3 Rat -
Mammals - Inhalation LC50 (mg l-1) - - -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.0001 JMPR, CODEX -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.003 A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 List II - -
Exposure Routes Public -
Occupational Can be absorbed into the body via dermal and inhalation routes
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.03 PIC DGD - WHO recommendation max limit 0.03 μg l-1 -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B0; C0; D0; E1

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

-

-

-

General human health issues Extremely hazardous
Exposure can lead to convulsions
IARC Group 3 carcinogen
Endocrine issues - Competitive binding to androgen receptors, estrogenic effect
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes No information available
CLP classification 2013 Health: H301, H310, H351, H372
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
T+ - Very toxic: R27
T - Toxic: R25, R48/25
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S22, S36/37, S45, S60, S61
WHO Classification Ib - Highly hazardous
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for dieldrin

Language Name
English dieldrin
French dieldrine
German Dieldrin
Danish dieldrin
Italian dieldrin
Spanish dieldrin
Greek dieldrin
Slovenian dieldrin
Polish dieldryna
Swedish -
Hungarian -
Dutch dieldrine

Record last updated: Thursday 20 June 2019
Contact: aeru@herts.ac.uk