Aldrin (Ref: OMS 194)

Aldrin (Ref: OMS 194)	Last updated: 16/12/2020
(Also known as: HHDN; compound 118; octalene; ENT-16225; OMS-194)

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

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

UK regulatory status

UK COPR regulatory status

Not approved

Date COPR inclusion expires

Not applicable

UK LERAP status

No UK approval for use

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Not approved

Dossier rapporteur/co-rapporteur

Not applicable

Date EC 1107/2009 inclusion expires

Not applicable

EU Candidate for substitution (CfS)

Not applicable

Listed in EU database

Yes

Approved for use (✓) under EC 1107/2009 in the following EU Member States

ATAustria	BEBelgium	BGBulgaria	CYCyprus	CZCzech Republic	DEGermany	DKDenmark	EEEstonia	ELGreece

ESSpain	FIFinland	FRFrance	HRCroatia	HUHungary	IEIreland	ITItaly	LTLithuania	LULuxembourg

LVLatvia	MTMalta	NLNetherlands	PLPoland	PTPortugal	RORomania	SESweden	SISlovenia	SKSlovakia

Also used in

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

US EPA chemical code

045101

PubChem CID

12310947

Molecular mass

364.91

PIN (Preferred Identification 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

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 µg l⁻¹; Other surface waters: 0.005 µg l⁻¹ as annual average

Herbicide Resistance Classification (HRAC)

Not applicable

Herbicide Resistance Classification (WSSA)

Not applicable

Insecticide Resistance Classification (IRAC)

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

Seedrin
Drinox
Octalox
Aldrex
Altox
octalene

Example products using this active

Miller Chemical and Fertilizer Corp
Shell

Formulation and application details

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

Solubility - In water at 20 °C (mg l⁻¹)

0.027

Low

Solubility - In organic solvents at 20 °C (mg l⁻¹)

6000000

Acetone

6000000

Benzene

6000000

Xylene

Melting point (°C)

104

Boiling point (°C)

145

Degradation point (°C)

Flashpoint (°C)

Not expected to self ignite; Not highly flammable

Octanol-water partition coefficient at pH 7, 20 °C

3.16 X 10⁰⁶

Calculated

Log P

6.5

High

Bulk density (g ml⁻¹)

1.6

Dissociation constant pKa) at 25 °C

Not applicable

No dissociation

Vapour pressure at 20 °C (mPa)

8.6

Moderately volatile

Henry's law constant at 25 °C (Pa m³ mol⁻¹)

1.72 X 10⁰¹

Moderately volatile

Maximum UV-vis absorption L mol⁻¹ cm⁻¹

Surface tension (mN m⁻¹)

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Soil degradation (days) (aerobic)

DT₅₀ (typical)

Non-persistent

DT₅₀ (lab at 20 °C)

DT₅₀ (field)

365

Very persistent

DT₉₀ (lab at 20 °C)

DT₉₀ (field)

DT₅₀ modelling endpoint

Note

FAO state DT₅₀ 20-100 days

Dissipation rate RL₅₀ on plant matrix

Value

1.7

Note

Alfalfa leaves, n=1

Dissipation rate RL₅₀ on and in plant matrix

Value

7.0

Note

Apples leaves, n=1

Aqueous photolysis DT₅₀ (days) at pH 7

Value

Note

Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7

Value

Note

Water-sediment DT₅₀ (days)

Water phase only DT₅₀ (days)

Soil adsorption and mobility

Property

Value

Source; quality score; and other information

Interpretation

Linear

K_d

Non-mobile

K_oc

17500

Notes and range

Other sources: 500 mL g⁻¹ (US3), 400-49000 mL g⁻¹ (R3)

Freundlich

K_f

K_foc

¹/_n

Notes and range

pH sensitivity

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

-0.62

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

Medium

Calculated

Potential for loss via drain flow

Non-mobile

Calculated

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

Property

Value

Source; quality score; and other information

Interpretation

Bio-concentration factor

BCF (l kg⁻¹)

3348

(literature data ranges Log BCF 2.3-5.1 (R3))

Threshold for concern

CT₅₀ (days)

1-5

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

Rat

High

Mammals - Short term dietary NOEL

(mg kg⁻¹)

(ppm diet)

Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)

Birds - Acute LD₅₀ (mg kg⁻¹)

6.6

Colinus virginianus

High

Birds - Short term dietary (LC₅₀/LD₅₀)

Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)

Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

0.0046

Lepomis macrochirus

High

Fish - Chronic 21 day NOEC (mg l⁻¹)

Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)

0.028

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

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)

Moderate

Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)

Other soil macro-organisms

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

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

HUMAN HEALTH AND PROTECTION

General

Property

Value

Source; quality score; and other information

Interpretation

Threshold of Toxicological Concern (Cramer Class)

High (class III)

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

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⁻¹ bw day⁻¹)

0.0001

ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)

0.003

AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)

AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)

Dermal penetration studies (%)

Dangerous Substances Directive 76/464

List I

Exposure Routes

Public

Occupational

May be absorbed through intact skin

European MRLs

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

Specific human health issues

Carcinogen

Genotoxic

Endocrine disruptor

; ; ; ;

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

Respiratory tract irritant

Skin irritant

Skin sensitiser

No data found

Eye irritant

Phototoxicant

No data found

General human health issues

Highly toxic by ingestion
IARC group 3 carcinogen
Endocrine issues - Competitive binding to androgen receptors

Handling issues

Property

Value and 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

Language

Name

English

aldrin

French

aldrine

German

Aldrin

Danish

aldrin

Italian

aldrin

Spanish

aldrin

Greek

aldrin

Polish

aldryna

Swedish

Hungarian

Dutch

aldrine

Record last updated:	16/12/2020
Contact:	aeru@herts.ac.uk
Please cite as:	Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242