aldrin (Ref: OMS 194) ** HHDN ** compound 118 ** octalene ** ENT-16225 ** OMS-194 ** Translations

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SUMMARY

Aldrin is an obsolete organochlorine insecticide. It is banned from use in the EU and most of the developed world. It is virtually insoluble in water, quite volatile but unlikely to leach to groundwater. There are field studies that have shiown that aldrin can be persistent in soils. It is highly toxic to mammals and has a high potential for bioaccumulation. Aldrin is considered to be a carcinogen and neurotoxicant. It is highly toxic to most biodiversity.

GENERAL INFORMATION
for aldrin

Description: An obsolete persistent organochlorine insecticide that was mainly used to control soil dwelling insects

Example pests controlled: Termites; Wireworms; Rootworms; Weevils; Grasshoppers; White grubs; Corn root worm

Example applications: Corn; Alfalfa; Cotton; Vines; Bananas; Potted ornamentals

Efficacy & activity: -

Availability status: Obsolete, Banned

Introduction & key dates: circa 1950

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)	-
Listed in EU database	Yes

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

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Chemical structure:

Isomerism	A chiral molecule, aldrin is one of the several isomers of of hexachlorohexahydrodimethanonaphthalene.
Chemical formula	C12H8Cl6
Canonical SMILES	C1C2C=CC1C3C2C4(C(=C(C3(C4(Cl)Cl)Cl)Cl)Cl)Cl
Isomeric SMILES	C1[C@@H]2C=C[C@H]1[C@H]3[C@@H]2[C@]4(C(=C([C@@]3(C4(Cl)Cl)Cl)Cl)Cl)Cl
International Chemical Identifier key (InChIKey)	QBYJBZPUGVGKQQ-SJJAEHHWSA-N
International Chemical Identifier (InChI)	InChI=1S/C12H8Cl6/c13-8-9(14)11(16)7-5-2-1-4(3-5)6(7)10(8,15)12(11,17)18/h1-2,4-7H,3H2/t4-,5-,6-,7+,10-,11-/m0/s1
2D structure diagram/image available?	Yes

Cambridge Crystallographic Data Centre diagrams:

Common Name	Relationship	Link
Aldrin	Unstated isomer

General status:

Pesticide type	Insecticide
Substance group	Organochlorine
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Central nervous system stimulant. GABA-gated chloride channel antagonist. Also stomach and contact toxin
CAS RN	309-00-2
EC number	206-215-8
CIPAC number	27
US EPA chemical code	045101
PubChem CID	12310947
Molecular mass (g mol-1)	364.91
PIN (Preferred Identification Name)	(1R,4S,4aS,5S,8R,8aR)-1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8alpha-hexahydro-1,4:5,8-dimethanonaphthalene
IUPAC name	(1R,4S,4aS,5S,8R,8aR)-1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8α-hexahydro-1,4:5,8-dimethanonaphthalene
CAS name	(1R,4S,4aS,5S,8R,8aR)-rel-1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8α-hexahydro-1,4:5,8-dimethanonaphthalene
Other status information	WFD priority substance; Subject to PIC regulations; POP - regulated by Stockholm Convention; PAN Dirty Dozen; LRTAP Annex I; 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: 0.01 ug/L; Other surface waters: 0.005 ug/L as annual average
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	Agriotes lineatus Agriotes obscurus Anopheles annularis Brontispa longissima Cylas formicarius plus others
Physical state	White to brown crystals
Related substances & organisms	isodrin

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Miller Chemical and Fertilizer Corp Shell
Example products using this active	Seedrin Drinox Octalox Aldrex Altox octalene
UK LERAP status	No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details	-

ENVIRONMENTAL FATE
for aldrin

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		0.027	F4	Low
Solubility - In organic solvents at 20oC (mg l-1)		6000000	A4 - Acetone	-
		6000000	A4 - Benzene	-
		6000000	A4 - Xylene	-
Melting point (oC)		104	F4	-
Boiling point (oC)		145	V3	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		Not expected to self ignite; Not highly flammable	V3	-
Octanol-water partition coefficient at pH 7, 20oC	P	3.16 X 1006	Calculated	-
	Log P	6.5	F4	High
Bulk density (g ml-1)/Specific gravity		1.6	F4	-
Dissociation constant (pKa) at 25oC		Not applicable	Q3	-
		Note: No dissociation
Vapour pressure at 20oC (mPa)		8.6	F4	Moderately volatile
Henry's law constant at 25oC (Pa m3 mol-1)		1.72 X 1001	V2	Moderately volatile
GUS leaching potential index		-0.35	Calculated	Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	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		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		-	-	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	28	G4	Non-persistent
	DT50 (lab at 20oC)	-	-	-
	DT50 (field)	365	Q3	Very persistent
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	-	-	-
	DT50 modelling endpoint	-	-	-
	Note	FAO state DT50 20-100 days
Dissipation rate RL50 on plant matrix	Value	1.7	R3	-
	Note	Alfalfa leaves, n=1
Dissipation rate RL50 on and in plant matrix	Value	7.0	R3	-
	Note	Apples leaves, n=1
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		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	H3	Non-mobile
	Koc	17500
	Notes and range	Other sources: 500 mL/g (US3), 400-49000 mL/g (R3)
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		-

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
dieldrin (Ref: ENT 16225 )		Soil	-	Not assessed under 91/414 or 1107/2009

ECOTOXICOLOGY
for aldrin

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	3348	F3 (literature data ranges Log BCF 2.3-5.1 (R3))	Threshold for concern
	CT50 (days)	1-5		-
Mammals - Acute oral LD50 (mg kg-1)		39	F4 Rat	High
Mammals - Short term dietary NOEL	(mg kg-1)	-	-	-
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		6.6	Q2 Colinus virginianus	High
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		0.0046	J3 Lepomis macrochirus	High
Fish - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		0.028	J4 Daphnia magna	High
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)		-	-	-
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)	0.35	F2	High
	Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1)	-	-	-
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)	-	-	-
	Mode of exposure	-
Other pollinators (2)	Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1)	-	-	-
	Mode of exposure	-
Earthworms - Acute 14 day LC50 (mg kg-1)		60	F2	Moderate
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 aldrin

General:

Property		Value	Source/Quality Score/Other Information	Interpretation
Threshold of Toxicological Concern (Cramer Class)		High (class III)	-	-
Mammals - Acute oral LD50 (mg kg-1)		39	F4 Rat	High
Mammals - Dermal LD50 (mg kg-1 body weight)		-	-	-
Mammals - Inhalation LC50 (mg l-1)		-	-	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.0001	A5	-
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 I	-	-
Exposure Routes	Public	-
	Occupational	May be absorbed through intact skin
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
	A0; B0; C0; D0; E0
Respiratory tract irritant	Skin irritant	Skin sensitiser	Eye irritant	Phototoxicant
		-		-
General human health issues		Highly toxic by ingestion IARC group 3 carcinogen Endocrine issues - Competitive binding to androgen receptors
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		Value	Source/Quality Score/Other Information	Interpretation
General		No information available
CLP classification 2013		Health: H301, H311, H351, H372 Environment: H400, H410
EC Risk Classification		Carcinogen category 3: R40 T - Toxic: R24/25, R48/24/25 N - Dangerous for the environment: R50, R53
EC Safety Classification		S1/2, S22, S45, S61, S36/37, S60
WHO Classification		O	-	Obsolete substance
UN Number		-
Waste disposal & packaging		-

TRANSLATIONS
for aldrin

Language	Name
English	aldrin
French	aldrine
German	Aldrin
Danish	aldrin
Italian	aldrin
Spanish	aldrin
Greek	aldrin
Slovenian	aldrin
Polish	aldryna
Swedish	-
Hungarian	-
Dutch	aldrine

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Record last updated: Tuesday 30 October 2018
Contact: aeru@herts.ac.uk