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chlorotoluron (Ref: C 2242)
** chlortoluron ** CTU ** Translations

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SUMMARY

Chloroturon is a commonly used urea herbicide that is approved for use in the EU. It is moderately soluble in water, volatile with a high potential for leaching to groundwater. It is moderately persistent in soil but tends not to be persistent in water due to rapid aqueous photolysis. Chloroturon has a low mammalian toxicity but may bioaccumulate. Whilst it is non-toxic to honeybees it is moderately toxic to birds, earthworms and most aquatic organisms.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for chlorotoluron

Description: A contact and residual urea herbicide used to control broad-leaved weeds and grasses

Example pests controlled: Annual meadow grass; Black-grass; Nightshade; bindweed; Chickweed; Fat hen; Marigold; Speedwells; Knotgrass; Hemp-nettle; Dead-nettle; Common poppy; Mayweed

Example applications: Cereals including wheat, barley, rye, triticale; Potatoes; Maize; Vegetables including onions, carrot, parsnip; Fruit including blackcurrant, apples, pears, chrries, strawberry, gooseberry

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1994

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Belgium/France
Date inclusion expires 31/10/2019
EU Candidate for substitution (CfS) No
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

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: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C10H13ClN2O
Canonical SMILES CC1=C(C=C(C=C1)NC(=O)N(C)C)Cl
Isomeric SMILES -
International Chemical Identifier key (InChIKey) JXCGFZXSOMJFOA-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C10H13ClN2O/c1-7-4-5-8(6-9(7)11)12-10(14)13(2)3/h4-6H,1-3H3,(H,12,14)
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Urea
Minimum active substance purity 975 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Selective, non-systemic absorbed by roots and foliage. Acts by the inhibition of photosynthetic electron transport.
CAS RN 15545-48-9
EC number 239-592-2
CIPAC number 217
US EPA chemical code 216500
PubChem CID 27375
Molecular mass (g mol-1) 212.68
PIN (Preferred Identification Name) N'-(3-chloro-4-methylphenyl)-N,N-dimethylurea
IUPAC name 3-(3-chloro-p-tolyl)-1,1-dimethylurea
CAS name N'-(3-chloro-4-methylphenyl)-N,N-dimethylurea
Other status information Marine Pollutant; Potential groundwater contaminant
Relevant Environmental Water Quality Standards UK Environment Agency non-statutory standard for the protection of aquatic life: freshwater and saltwater annual average 2.0 ug/L, Freshwater max acceptable conc 20.0 ug/L
Herbicide Resistance Classification (HRAC) C2
Herbicide Resistance Classification (WSSA) 7
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Alopecurus myosuroides
Physical state Colourless crystalline solid
Related substances & organisms

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Clayton
  • Headland
  • Makhteshim-Agan
  • Nufarm UK
Example products using this active
  • Tolerate
  • Alpha Chlortoluron 500
  • Tolugan
  • Tolugan Extra
  • Dicurane
UK LERAP status None
Formulation and application details Usually supplied as a soluble concentrate or wettable granules that are mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for chlorotoluron

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 74 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 21000 A5 - Ethyl acetate -
54000 A5 - Acetone -
48000 A5 - Ethanol -
3000 A5 - Toluene -
Melting point (oC) 148.1 L3 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.16 X 1002 Calculated -
Log P 2.5 A5 Low
Bulk density (g ml-1)/Specific gravity 1.34 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.005 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.44 X 10-05 L3 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 3.02 Calculated High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 3.18 X 10-01 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Medium
Maximum UV-vis absorption L mol-1 cm-1 Maxima at 241-242nm = 19516 A5 -
Surface tension (mN m-1) - - -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 45 A5 Moderately persistent
DT50 (lab at 20oC) 59 A5 Moderately persistent
DT50 (field) 34 A5 Moderately persistent
DT90 (lab at 20oC) 173 A5 -
DT90 (field) 196 A5 -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 52-66 days, DT90 range 42-304 days, field studies DT50 range 26-42 days, DT90 range 173-218 days
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 0.12 A5 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note pH and temperature sensitive: Stable at 20-30 degC at pH 5 to pH 9, DT50 22 days at pH 5 and 69 days at pH 9 both at 50 degC. DT50 2-3 days at 70 Deg C
Water-sediment DT50 (days) 352 A5 Slow
Water phase only DT50 (days) 42 A5 Stable

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd 5.9 A4 Moderately mobile
Koc 196
Notes and range EU dossier Kd range 1.17-27.21 mL/g, Koc range 108-384 mL/g, Soils=6
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
3-(3-chloro-p-tolyl)-1-methylurea This metabolite may cause environmental pollution, click here for further information Soil   0.300   Major fraction, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
1-(3-chloro-4-p-tolyl)urea - Soil - -
3-chloro-4-methylaniline - Soil - -
chlorotoluron benzoic acid - Water 0.251 -


ECOTOXICOLOGY

for chlorotoluron

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) Low risk A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 10000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) > 5 L2 Rat, 2 year High
(ppm diet) > 100 -
Birds - Acute LD50 (mg kg-1) 272 A5 Coturnix japonica Moderate
Birds - Short term dietary (LC50/LD50) > 2150 mg kg feed-1 A5 Coturnix japonica -
Fish - Acute 96 hour LC50 (mg l-1) 20 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.4 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 67 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 16.7 A5 Daphnia magna Low
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) 0.038 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.024 A5 Scenedemus subspicatus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.001 J4 Green alaga Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A3, as formulated product Low
Oral acute 48 hour LD50 (μg bee-1) 177.4 A3, as formulated product Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Low
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 No adverse effects Mortality
Dose: 2.45 kg ha-1
A4 Typhlodromus pyri
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect No adverse effects Mortality
Dose: 2.45 kg ha-1
A4 Aphidius rhopalosiphi
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 3.5 kg ha-1; 83 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for chlorotoluron

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) > 10000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.3 A5 Rat (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.04 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.215 A5 -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Acceptable risk to bystanders for proposed uses
Occupational Acceptable risk to operators and other workers for proposed uses
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards Non-statutory WHO drinking water guideline 0.03 mg/L UK EA QS database, 2018 -
Drinking Water MAC (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 Kidney and liver tumors have been observed in Mouse at high doses

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive
IMDG Transport Code is usually 9
CLP classification 2013 Health: H351, H361d
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
Xn - Harmful: R63
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S26, S36/37, S45, S60, S61
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Variable with product, usually 3077 or 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for chlorotoluron

Language Name
English chlorotoluron
French chlortoluron
German Chlortoluron
Danish chlorotoluron
Italian clorotoluron
Spanish clortoluron
Greek chlorotoluron
Slovenian klortoluron
Polish chlorotoluron
Swedish -
Hungarian chlortoluron
Dutch chloortoluron

Record last updated: Monday 05 November 2018
Contact: aeru@herts.ac.uk
© University of Hertfordshire