aldrin

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Availability status: Obsolete, Banned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

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> Chemical structure: 0 cellpadding= 5 cellspacing= 1 width= 99% > valign= top bgcolor= #E2E2E2 > Isomerism valign= top bgcolor= #E2E2E2 > A chiral molecule, aldrin is one of the several isomers of of hexachlorohexahydrodimethanonaphthalene. valign= top bgcolor= #E2E2E2 > Chemical formula valign= top bgcolor= #E2E2E2 > C₁₂H₈Cl₆ valign= top bgcolor= #E2E2E2 > Canonical SMILES valign= top bgcolor= #E2E2E2 > C1C2C=CC1C3C2C4(C(=C(C3(C4(Cl)Cl)Cl)Cl)Cl)Cl valign= top bgcolor= #E2E2E2 > Isomeric SMILES valign= top bgcolor= #E2E2E2 > 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 valign= top bgcolor= #E2E2E2 > International Chemical Identifier key (InChIKey) valign= top bgcolor= #E2E2E2 > QBYJBZPUGVGKQQ-SJJAEHHWSA-N valign= top bgcolor= #E2E2E2 > International Chemical Identifier (InChI) valign= top bgcolor= #E2E2E2 > 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 valign= top bgcolor= #E2E2E2 > 2D structure diagram/image available? valign= top bgcolor= #E2E2E2 > Yes >
size= 4 color= #3E5D57 > Cambridge Crystallographic Data Centre diagrams: 0 cellpadding= 5 cellspacing= 1 width= 99% > bgcolor= #E2E2E2 align= left valign = bottom > Common Name bgcolor= #E2E2E2 align= left valign = bottom > Relationship bgcolor= #E2E2E2 align= left valign = bottom > Link bgcolor= #E2E2E2 align= left valign = middle > Aldrin bgcolor= #E2E2E2 align= left valign = middle > Unstated isomer bgcolor= #E2E2E2 align= left valign = middle > > General status: 0 cellpadding= 5 cellspacing= 1 width= 99% > valign= top bgcolor= #E2E2E2 > Pesticide type valign= top bgcolor= #E2E2E2 > Insecticide valign= top bgcolor= #E2E2E2 > Substance group valign= top bgcolor= #E2E2E2 > Organochlorine valign= top bgcolor= #E2E2E2 > Minimum active substance purity valign= top bgcolor= #E2E2E2 > - valign= top bgcolor= #E2E2E2 > Known relevant impurities valign= top bgcolor= #E2E2E2 > - valign= top bgcolor= #E2E2E2 > Substance origin valign= top bgcolor= #E2E2E2 > Synthetic valign= top bgcolor= #E2E2E2 > Mode of action valign= top bgcolor= #E2E2E2 > Central nervous system stimulant. GABA-gated chloride channel antagonist. Also stomach and contact toxin valign= top bgcolor= #E2E2E2 > CAS RN valign= top bgcolor= #E2E2E2 > 309-00-2 valign= top bgcolor= #E2E2E2 > EC number valign= top bgcolor= #E2E2E2 > 206-215-8 valign= top bgcolor= #E2E2E2 > CIPAC number valign= top bgcolor= #E2E2E2 > 27 valign= top bgcolor= #E2E2E2 > US EPA chemical code valign= top bgcolor= #E2E2E2 > 045101 valign= top bgcolor= #E2E2E2 > PubChem CID valign= top bgcolor= #E2E2E2 > 12310947 valign= top bgcolor= #E2E2E2 > Molecular mass (g mol^-1) valign= top bgcolor= #E2E2E2 > 364.91 valign= top bgcolor= #E2E2E2 > PIN (Preferred Identification Name) valign= top bgcolor= #E2E2E2 > (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 valign= top bgcolor= #E2E2E2 > IUPAC name valign= top bgcolor= #E2E2E2 > (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 valign= top bgcolor= #E2E2E2 > CAS name valign= top bgcolor= #E2E2E2 > (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 valign= top bgcolor= #E2E2E2 > Other status information valign= top bgcolor= #E2E2E2 > 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) valign= top bgcolor= #E2E2E2 > Relevant Environmental Water Quality Standards valign= top bgcolor= #E2E2E2 > 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 valign= top bgcolor= #E2E2E2 > Herbicide Resistance Classification (HRAC) valign= top bgcolor= #E2E2E2 > Not applicable valign= top bgcolor= #E2E2E2 > Herbicide Resistance Classification (WSSA) valign= top bgcolor= #E2E2E2 > Not applicable valign= top bgcolor= #E2E2E2 > Insecticide Resistance Classification (IRAC) valign= top bgcolor= #E2E2E2 > 2A valign= top bgcolor= #E2E2E2 > Fungicide Resistance Classification (FRAC) valign= top bgcolor= #E2E2E2 > Not applicable valign= top bgcolor= #E2E2E2 > Examples of recorded resistance valign= top bgcolor= #E2E2E2 > Agriotes lineatus
Agriotes obscurus
Anopheles annularis
Brontispa longissima
Cylas formicarius
plus others valign= top bgcolor= #E2E2E2 > Physical state valign= top bgcolor= #E2E2E2 > White to brown crystals valign= top bgcolor= #E2E2E2 > Related substances & organisms colspan= 2 valign= top bgcolor= #E2E2E2 >

isodrin

> Formulations: 0 cellpadding= 5 cellspacing= 1 width= 99% > valign= bottom bgcolor= #E2E2E2 > Property

Click here for information on the general product and branding information used on this site

colspan= 4 valign= bottom bgcolor= #E2E2E2 > Value valign= top bgcolor= #E2E2E2 > Example manufacturers & suppliers of products using this active now or historically colspan= 4 valign= top bgcolor= #E2E2E2 >

Miller Chemical and Fertilizer Corp
Shell

valign= top bgcolor= #E2E2E2 > Example products using this active colspan= 4 valign= top bgcolor= #E2E2E2 >

Seedrin
Drinox
Octalox
Aldrex
Altox
octalene

valign= top bgcolor= #E2E2E2 > UK LERAP status colspan= 4 valign= top bgcolor= #E2E2E2 > No UK approval for use as a pesticide under EC Regulation 1107/2009 valign= top bgcolor= #E2E2E2 > Formulation and application details colspan= 4 valign= top bgcolor= #E2E2E2 > - >
ENVIRONMENTAL FATE size= 3 color= #3E5D57 >for aldrin

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20^oC (mg l^-1)		0.027	F4	Low
Solubility - In organic solvents at 20^oC (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, 20^oC	P	3.16 X 10⁰⁶	Calculated	-
Octanol-water partition coefficient at pH 7, 20^oC	Log P	6.5	F4	High
Bulk density (g ml^-1)/Specific gravity		1.6	F4	-
Dissociation constant (pKa) at 25^oC		Not applicable	Q3	-
Dissociation constant (pKa) at 25^oC		Note: No dissociation
Vapour pressure at 20^oC (mPa)		8.6	F4	Moderately volatile
Henry's law constant at 25^oC (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 20^oC) - - -

DT50 (field) 365 Q3 Very persistent

DT90 (lab at 20^oC) - - -

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 20^oC 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 K_d - H3 Non-mobile

K_oc 17500

Notes and range Other sources: 500 mL/g (US3), 400-49000 mL/g (R3)

Freundlich K_f - - -

K_foc -

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
Bio-concentration factor	CT₅₀ (days)	1-5	F3 (literature data ranges Log BCF 2.3-5.1 (R3))	-
Mammals - Acute oral LD₅₀ (mg kg^-1)		39	F4 Rat	High
Mammals - Short term dietary NOEL	(mg kg^-1)	-	-	-
Mammals - Short term dietary NOEL	(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		-	-	-
Non-target plants		-	-	-
Algae - Acute 72 hour EC₅₀, growth (mg l^-1)		-	-	-
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)	0.35	F2	High
	Unknown mode acute 48 hour LD₅₀ (μg bee^-1)	-	-	-
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	-	-	-
Other arthropod (1)	% Effect	-	-	-
Other arthropod (2)	LR₅₀ g ha^-1	-	-	-
Other arthropod (2)	% Effect	-	-	-
Soil micro-organisms		-	-	-
Mesocosm study data	NOEAEC mg l^-1	-	-	-
Mesocosm study data	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 Limits [UK LT TWA 8 hr: 0.25 mg/m³], [UK ST 15 mins: 0.75 mg/m³] Occupation Exposure -

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 Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

-

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

: 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

US EPA Classification (formulation) No consensus across products or no products available - -

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

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

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

Carcinogen	Mutagen	Endocrine disrupter	Reproduction / development effects	Cholinesterase inhibitor	Neurotoxicant
	-
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