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Terbufos (Ref: AC 92100)
Last updated: 27/11/2019
(Also known as: sebuphos; terbuphos)
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
                 
Also used in
Also used in
Australia, USA
Chemical structure
Isomerism
-
Chemical formula
C₉H₂₁O₂PS₃
Canonical SMILES
CCOP(=S)(OCC)SCSC(C)(C)C
Isomeric SMILES
No data
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 group
Organophosphate
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
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)
1B
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
  • Counter
  • Contraven
  • Aragran
Example products using this active
  • Amvac
  • BASF
  • American Cyanamid
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
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
 Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
300000
L2 L = Pesticide manuals and hard copy reference books / other sources
2 = Unverified data of unknown source
Acetone		 -
Melting point (°C)
-29.2
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
 -
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
88
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
(open cup)		 -
Octanol-water partition coefficient at pH 7, 20 °C
P
3.24 X 1004 Calculated -
Log P
4.51
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
 High
Bulk density (g ml⁻¹)
1.11
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
 -
Dissociation constant pKa) at 25 °C
- - -
-
Vapour pressure at 20 °C (mPa)
34.6
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
 Highly volatile
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
2.70
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
 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)
8
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
 Non-persistent
DT₅₀ (lab at 20 °C)
5
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
 Non-persistent
DT₅₀ (field)
12
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
 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
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
 Moderately fast
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
6.5
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
 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
Kd
-
G3 G = Extension Toxicology network database EXTOXNET (click here )
3 = Unverified data of known source
 Slightly mobile
Koc
500
Notes and range
-
Freundlich
Kf
24.4
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
 Slightly mobile
Kfoc
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 -
Other known metabolites
Metabolite name and reference
Aliases
Formation medium / Rate
Estimated maximum occurrence fraction
Metabolising enzymes
terbufos sulfoxide - Soil; Plant; Animal - -
terbufos sulfone - Soil; Plant; Animal - -
terbufos oxon sulfoxide - a = Soil; b= Plant; c = Animal a=0.05 -
terbufos oxon sulfone - Plant - -
terbufos oxon - Animal - -
O,O-diethyl phosphorothioate - Rats (Urinary) - -
diethyl phosphate - Rats (Urinary) - -
O,O-diethyl phosphorodithioate - Rats (Urinary) - -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
286
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
 Threshold for concern
CT₅₀ (days)
Not available -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
1.3
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
Rat		 High
Mammals - Short term dietary NOEL
(mg kg⁻¹)
-
L2 L = Pesticide manuals and hard copy reference books / other sources
2 = Unverified data of unknown source
Rat 2 year		 -
(ppm diet)
1 -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
> 185
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Anas platyrhynchos		 Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
> 0.004
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Lepomis macrochirus		 High
Fish - Chronic 21 day NOEC (mg l⁻¹)
0.0006
P3 P = Other governments and regulators
3 = Unverified data of known source
Oncorhynchus mykiss growth		 High
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
0.00031
K3 K = Research datasets, e.g. Pandora, Demetra
3 = Unverified data of known source
Daphnia magna		 High
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)
0.00022
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
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)
- - -
Non-target plants
- - -
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
1.4
K3 K = Research datasets, e.g. Pandora, Demetra
3 = Unverified data of known source
Unknown species		 Moderate
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)
4.1
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
 Moderate
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
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)
4
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
 High
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
- - -
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
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
Rat		 High
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
1.0
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rabbit		 -
Mammals - Inhalation LC₅₀ (mg l⁻¹)
0.0061
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat		 -
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
0.0006
F5 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
5 = Verified data used for regulatory purposes
JMPR 2003		 -
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
0.002
F5 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
5 = Verified data used for regulatory purposes
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
-
European MRLs
EU MRL pesticide database 
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
XNo, known not to cause a problem
A3 A = Chromosome aberration (EFSA database)
3 = Negative
;
B0 B = DNA damage/repair (EFSA database)
0 = No data
;
C0 C = Gene mutation (EFSA database)
0 = No data
;
D0 D = Genome mutation (EFSA database)
0 = No data
;
E3 E = Unspecified genotoxicity type (miscellaneous data source)
3 = Negative
 No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
No data found
✓Yes, known to cause a problem
✓Yes, known to cause a problem
Respiratory tract irritant Skin irritant Skin sensitiser
No data found
✓Yes, known to cause a problem
 No data found
Eye irritant Phototoxicant  
✓Yes, known to cause a problem
 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
EC Risk Classification
T+ - Very toxic: R27/28
N - Dangerous for the environment: R50, R53
EC Safety Classification
S1/2, S36/37, S45, S60, S61
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: 27/11/2019
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