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mirex (Ref: GC 1283)
** perchlordecone ** perchlorodihomocubane ** dodecaclor ** ENT 25719 ** dechlorane ** Translations

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

SUMMARY

Mirex is an obsolete organochlorine insecticide. Toxic to humans and know to be a carcinogen. Mirex is also a reproduction and CNS toxin. It is practically insoluble and takes several years to degrade in soil. It is not expected to leach into groundwater but will accumulate in sediements. Environmentally persistent and will bioaccumulate. Moderately toxic to wildlife.

GENERAL INFORMATION
for mirex

Description: Now banned, Mirex was used to control fire ants and had several other non pesticide uses

Introduction: 1946, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur -
Date inclusion expires Expired

Approved for use () or known to be used () in the following European countries:

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

General status:
Pesticide type Insecticide
Substance group Organochlorine
Substance origin Synthetic
Mode of action Central nervous system stimulant with contact activity
CAS RN 2385-85-5
EC number 219-196-6
CIPAC number 375
US EPA chemical code 039201
Chiral molecule No
Chemical formula C10Cl12
SMILES ClC53C1(Cl)C4(Cl)C2(Cl)C1(Cl)C(Cl)(Cl)C5(Cl)C2(Cl)C3(Cl)C4(Cl)Cl
International Chemical Identifier key (InChIKey) GVYLCNUFSHDAAW-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C10Cl12/c11-1-2(12)7(17)4(14)3(13,5(1,15)9(7,19)20)6(1,16)10(21,22)8(2,4)18
Structure diagram/image available? Yes
Molecular mass (g mol-1) 545.54
PIN (Preferred Identification Name) 1,1a,2,2,3,3a,4,5,5,5a,5b,6-dodecachloro-1,1a,3,3a,4,5,5a,5b-octahydro-1H-1,3,4-(epimethanetriyl)cyclobuta[cd]pentalene
IUPAC name dodecachloropentacyclodecane
CAS name 1,1a,2,2,3,3a,4,5,5,5a,5b,6-dodecachlorooctahydro-1,3,4-metheno-1H-cyclobuta[cd]pentalene
Other status information POP; LRTAP Annex I; OSPAR soc; Marine Pollutant; Banned 1978
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 2A
Fungicide Resistance Classification (FRAC) Not applicable
Physical state White crystalline solid
Related substances & organisms -

Formulations:
Property Value
Example manufacturers & suppliers of products using this active -
Example products using this active -
UK LERAP status No UK approval for use or outside scope
Formulation and application details -


ENVIRONMENTAL FATE

for mirex

Property Value Source/Quality Score/Other Information Interpretation
Solubility - In water at 20oC (mg l-1) 0.0001 F3 Low
Solubility - In organic solvents at 20oC (mg l-1) 17000 Q2 - Chloroform -
14300 Q2 - Xylene -
Melting point (oC) 485 F3 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 1.91 X 1005 Calculated -
Log P 5.28 F3 High
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 25oC (mPa) - - -
Henry's law constant at 25oC (Pa m3 mol-1) 839.4 F3 Volatile
Henry's law constant at 20oC (dimensionless) - - -
GUS leaching potential index 0.59 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Value 1.16 X 10-02 Calculated -
Note -
Potential for particle bound transport index - Calculated High
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -

Degradation:
Property Value Source/Quality Score/Other Information Interpretation
Soil degradation (days) (aerobic) DT50 (typical) 300 F3 Persistent
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
Note Environmentally stable, DT50 circa 3000+ days, some reports say up to 10 years (R3)
Aqueous photolysis DT50 (days) at pH 7 Value Stable Q3 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable Q3 Very persistent
Note -
Water-sediment DT50 (days) Stable Q3 Stable
Water phase only DT50 (days) Stable Q3 Stable

Soil adsorption and mobility:
Property Value Source/Quality Score/Other Information Interpretation
Linear Kd - F3 Non-mobile
Koc 5794
Notes and range Log10 Koc 3.763
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 91/414 relevancy
chlordecone (Ref: ENT 16391) Soil     Not assessed under 91/414


ECOTOXICOLOGY

for mirex

Property Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF 51400 F3 High potential
CT50 (days) Not available -
Bioaccumulation potential - Calculated High
Mammals - Acute oral LD50 (mg kg-1) > 235 V3 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2400 V3 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) > 100 F4 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 0.1 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) - - -
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 Contact acute 48 hour LD50 (μg bee-1) - - -
Oral acute 48 hour LD50 (μg bee-1) - - -
Unknown mode acute 48 hour LD50 (μg bee-1) 7.15 CA3 Moderate
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 mirex

General:
Property Value Source/Quality Score/Other Information Interpretation
Mammals - Acute oral LD50 (mg kg-1) > 235 V3 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 V3 Rat -
Mammals - Inhalation LC50 (mg l-1) - - -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) - - -
ARfD - Acute Reference Dose (mg kg-1bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 List I - -
Exposure Limits - - -
Exposure Routes Public Main concerns were from food residues but substance is now obsolete and banned in most countries so risk now minimal
Occupational -
Examples of European MRLs (mg kg-1) Value -
Note For the EU pesticides database click here
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant Respiratory tract irritant Skin irritant Eye irritant

-

-

General human health issues Moderately toxic
Liver, thyroid and kidney toxicant

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data

Handling issues:
Property Value Source/Quality Score/Other Information Interpretation
General No information available
CLP classification 2013 -
EC Risk Classification Carcinogen category 3: R40
Reproduction risk category 3: R62, R63, R64
Xn - Harmful: R22
N - Dangerous for the environment: R50, R53
EC Safety Classification S2, S13, S36/37, S46, S60, S61
WHO Classification O - Obsolete substance
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number -
Waste disposal & packaging -


TRANSLATIONS

for mirex

Language Name
English mirex
French -
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish -
Swedish -
Hungarian -
Dutch -

Record last updated: Thursday 31 July 2014
Contact: aeru@herts.ac.uk