Terbufos (Ref: AC 92100)

Terbufos (Ref: AC 92100)	Last updated: 20/01/2023
(Also known as: sebuphos; terbuphos)

SUMMARY

Data alerts

The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.

Environmental fate	Ecotoxicity	Human health
Environmental fate Moderate alert: Drainflow: Slightly mobile	Ecotoxicity High alert: Fish acute ecotoxicity: High; Fish chronic ecotoxicity: High; Daphnia acute ecotoxicity: High; Earthworms acute ecotoxicity: High	Human health High alert: Mammals acute toxicity: High; Acetyl cholinesterase inhibitor; Neurotoxicant

GENERAL INFORMATION

Description

An insecticide and nematicide used to control soil and other pests

Example pests controlled

Wireworms; Maggots; Rootworm larvae; White grubs; Black maize beetles; Nematodes; Aphids

Example applications

Corn; Sugarbeet; Sorghum; Sunflower; Citrus; Potatoes; Peanuts

Efficacy & activity

Availability status

Current

Introduction & key dates

First registered in US in 1974

UK regulatory status

UK COPR regulatory status

Not approved

Date COPR inclusion expires

Expired

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

Expired

EU Candidate for substitution (CfS)

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

Additional information

Also used in

Australia, USA

Chemical structure

Isomerism

None

Chemical formula

C₉H₂₁O₂PS₃

Canonical SMILES

CCOP(=S)(OCC)SCSC(C)(C)C

Isomeric SMILES

International Chemical Identifier key (InChIKey)

XLNZEKHULJKQBA-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C9H21O2PS3/c1-6-10-12(13,11-7-2)15-8-14-9(3,4)5/h6-8H2,1-5H3

2D structure diagram/image available?

Yes

General status

Pesticide type

Insecticide, Nematicide

Substance groups

Organophosphate insecticide; Organophosphate nematicide; Organothiophosphate insecticide; Organothiophosphate nematicide

Minimum active substance purity

Known relevant impurities

Substance origin

Synthetic

Mode of action

Systemic. Cholinesterase inhibitor.

CAS RN

13071-79-9

EC number

235-963-8

CIPAC number

459

US EPA chemical code

105001

PubChem CID

25670

CLP index number

015-139-00-2

Molecular mass

288.4

PIN (Preferred Identification Name)

S-[(tert-butylsulfanyl)methyl] O,O-diethyl phosphorodithioate

IUPAC name

S-tert-butylthiomethyl O,O-diethyl phosphorodithioate

CAS name

S-[[(1,1-dimethylethyl)thio]methyl] O,O-diethyl phosphorodithioate

Other status information

Severe Marine Pollutant; Chemical subject to PIC regulations; Found infrequently in drinkwater supplies

Relevant Environmental Water Quality Standards

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

Diabrotica undecimpunctata, Schizaphis graminum

Physical state

Pale yellow liquid

Formulations

Property

Value

Example manufacturers & suppliers of products using this active now or historically

Amvac
BASF
American Cyanamid

Example products using this active

Counter
Contraven
Aragran

Formulation and application details

Usually formulated as granules

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

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

4.5

Low

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

300000

Acetone

Melting point (°C)

-29.2

Boiling point (°C)

Degradation point (°C)

Flashpoint (°C)

(open cup)

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

3.24 X 10⁰⁴

Calculated

Log P

4.51

High

Fat solubility of residues

Solubility

Data type

Density (g ml⁻¹)

1.11

Dissociation constant pKa) at 25 °C

Vapour pressure at 20 °C (mPa)

34.6

Highly volatile

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

2.70

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)

Non-persistent

DT₅₀ (field)

Non-persistent

DT₉₀ (lab at 20 °C)

DT₉₀ (field)

DT₅₀ modelling endpoint

Note

Best available data

Dissipation rate RL₅₀ on plant matrix

Value

Note

Dissipation rate RL₅₀ on and in plant matrix

Value

Note

Aqueous photolysis DT₅₀ (days) at pH 7

Value

4.5

Moderately fast

Note

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

Value

6.5

Non-persistent

Note

Not sensitive to pH

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

Slightly mobile

K_oc

500

Notes and range

Freundlich

K_f

24.4

Slightly mobile

K_foc

700

¹/_n

1.09

Notes and range

Soil characteristics - New Zealand Tokomaru soil with OC 3.2%

pH sensitivity

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

1.25

Calculated

Low leachability

SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate

Value

2.01 X 10^-02

Calculated

Note

Potential for particle bound transport index

Low

Calculated

Potential for loss via drain flow

Slightly mobile

Calculated

Bio-concentration factor

BCF (l kg⁻¹)

286

Threshold for concern

CT₅₀ (days)

Not available

Known soil metabolites

Metabolite

Major/Minor fraction

$Click here for further information on Major/Minor fraction$

Estimated maximum occurrence fraction

Notes

terbufos sulfoxide

terbufos sulfone

terbufos oxon sulfoxide

Minor fraction

0.050

Known groundwater metabolites

None

Other known metabolites

Metabolite name and reference

Aliases

Formation medium / Rate

Estimated maximum occurrence fraction

Metabolising enzymes

terbufos sulfoxide

Plant; Animal

terbufos sulfone

Plant; Animal

terbufos oxon sulfoxide

Plant; Animal

terbufos oxon sulfone

Plant

terbufos oxon

Animal

O,O-diethyl phosphorothioate

Rats (Urine)

diethyl phosphate

Rats (Urine)

O,O-diethyl phosphorodithioate

Rats (Urine)

ECOTOXICOLOGY

Terrestrial ecotoxicology

Property

Value

Source; quality score; and other information

Interpretation

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

1.3

Rat

High

Mammals - Short term dietary NOEL

(mg kg⁻¹)

Rat 2 year

(ppm diet)

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

Birds - Acute LD₅₀ (mg kg⁻¹)

> 185

Anas platyrhynchos

Moderate

Birds - Short term dietary (LC₅₀/LD₅₀)

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

Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)

High

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

Soil micro-organisms

Collembola

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

Non-target plants

Honeybees (Apis spp.)

Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

4.1

Apis mellifera

Moderate

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

4.1

Apis mellifera

Moderate

Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Chronic

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 bee species (1)

Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)

Mode of exposure

Other bee species (2)

Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)

Mode of exposure

Beneficial insects (Ladybirds)

Beneficial insects (Lacewings)

Beneficial insects (Parasitic wasps)

Beneficial insects (Predatory mites)

Beneficial insects (Ground beetles)

Aquatic ecotoxicology

Property

Value

Source; quality score; and other information

Interpretation

Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

> 0.004

Lepomis macrochirus

High

Fish - Chronic 21 day NOEC (mg l⁻¹)

0.0006

Oncorhynchus mykiss growth

High

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

0.00031

Daphnia magna

High

Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)

Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)

0.00022

Americamysis bahia

High

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)

1.4

Unknown species

Moderate

Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)

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)

1.3

Rat

High

Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)

1.0

Rabbit

Mammals - Inhalation LC₅₀ (mg l⁻¹)

0.0061

Rat

Other Mammal toxicity endpoints

ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)

0.0006

JMPR 2003

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

0.002

JMPR 2003

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; List II

Exposure Routes

Public

Occupational

MRLs

European

EU MRL pesticide database

Great Britain

GB MRL Register

Notes

Drinking Water Standards

Drinking Water MAC (μg l⁻¹)

Mammalian dose elimination route and rate

Health issues

Specific human health issues

Carcinogen

Genotoxic

Endocrine disruptor

; ; ; ;

No data found

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

No data found

Respiratory tract irritant

Skin irritant

Skin sensitiser

No data found

Eye irritant

Phototoxicant

No data found

General human health issues

Highly toxic

Handling issues

Property

Value and interpretation

General

No information available

CLP classification 2013

Health: H300, H310
Environment: H400, H410

WHO Classification

Ia (Extremely hazardous)

UN Number

3018

Waste disposal & packaging

TRANSLATIONS

Language

Name

English

terbufos

French

terbuphos

German

Terbufos

Danish

terbufos

Italian

terbufos

Spanish

terbufos

Greek

terbufos

Polish

terbufos

Swedish

Hungarian

Dutch

terbufos

Record last updated:	20/01/2023
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