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clomazone (Ref: FMC 57020)
** dimethazone ** fenoxan ** Translations

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

Description: Used for the control of broad-leaved weeds and grasses in a range of crops

Example pests controlled: Nightshade; Pigweed; Potato weed; Fathen; Hogweed; Wild radish; Staggerweed

Example applications: Cotton; Vegetables including peas, potatoes, sweet potatoes, green beans, navy beans; Curcubits; Tobacco; Rice; Oilseed rape

Efficacy & activity: Efficiacy demonstrated through field trials and extensive use.

Availability status: Current

Introduction & key dates: circa 1985

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Denmark/Germany
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

Also used in: Australia, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C12H14ClNO2
Canonical SMILES CC1(CON(C1=O)CC2=CC=CC=C2Cl)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) KIEDNEWSYUYDSN-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C12H14ClNO2/c1-12(2)8-16-14(11(12)15)7-9-5-3-4-6-10(9)13/h3-6H,7-8H2,1-2H3
2D 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 Isoxazolidinone
Minimum active substance purity 960 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Selective, absorbed by roots and shoots. Inhibition of lycopene cyclase.
CAS RN 81777-89-1
EC number -
CIPAC number 509
US EPA chemical code 125401
PubChem CID 54778
Molecular mass (g mol-1) 239.7
PIN (Preferred Identification Name) 2-[(2-chlorophenyl)methyl]-4,4-dimethyl-1,2-oxazolidin-3-one
IUPAC name 2-(2-chlorobenzyl)-4,4-dimethyl-1,2-oxazolidin-3-one
CAS name 2-[(2-chlorophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) F3
Herbicide Resistance Classification (WSSA) 13
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Lolium rigidum
Physical state Pale straw coloured liquid
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
  • Belchim
  • Greencrop
  • FMC Corp
  • Agriguard
Example products using this active
  • Centium 36 CS
  • Command
  • Gamit
  • Clone
UK LERAP status None
Formulation and application details Often available as a capsule suspension that is mixed with water and used as a spray.


ENVIRONMENTAL FATE

for clomazone

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) 1212 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 250000 A5 - Acetone -
955000 A5 - Dichloromethane -
161800 A5 - n-Heptane -
969000 A5 - Methanol -
Melting point (oC) 33.9 A5 -
Boiling point (oC) 281.7 A5 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A4 -
Octanol-water partition coefficient at pH 7, 20oC P 3.80 X 1002 Calculated -
Log P 2.58 A5 Low
Bulk density (g ml-1)/Specific gravity 1.19 L3 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 27.0 A5 Highly volatile
Henry's law constant at 25oC (Pa m3 mol-1) 5.9 X 10-03 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.56 Calculated Transition state
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 1.36 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 Low
Maximum UV-vis absorption L mol-1 cm-1 Neutral pH: 195.5nm=28437.1, 210nm=14539.4
Acid pH: 201.5nm=15338.4, 210nm=14406.2
Basic pH; 197.5=24091.1, 210nm=14551.5
A5 -
Surface tension (mN m-1) 45.98 A5 -

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) 22.6 A5 Non-persistent
DT50 (lab at 20oC) 22.6 A5 Non-persistent
DT50 (field) 27.3 A5 Non-persistent
DT90 (lab at 20oC) 135.3 A5 -
DT90 (field) 262 - -
DT50 modelling endpoint - - -
Note EU 2018 dossier lab studies DT50 (normalised) range 6.3-145.7 days,DT90 range 32.3-617 days, Soils=28; field studies DT50 (normalised) range: 9.3-195 days, DT90 range 65.4-645 days,Soils=19
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 Stable A4 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable at pH 5 to pH 9, 25 degC
Water-sediment DT50 (days) 54 A5 Moderately fast
Water phase only DT50 (days) - - -

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 - DW4 Moderately mobile
Koc 300
Notes and range -
Freundlich Kf 2.08 A5 Moderately mobile
Kfoc 128.3
1/n 0.90
Notes and range EU 2018 dossier Kf range 0.45-4.04 mL/g, Kfoc range 33-317 mL/g, 1/n range 0.81-0.99, Soils=20
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
(N-((2-chlorobenzyl))-3-hydroxy-2,2-dimethylpropanamide) (Ref: FMC 653167) This metabolite may cause environmental pollution, click here for further information Soil   0.250   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- 5-keto-clomazone Plant - -
- hydroxy-clomazone Plant - -
- hydroymethyl clomazone Plant - -
hydroxy-2-chlorobenzyl alcohol - Plant - -
2-chlorobenzoic acid - Plant - -
N-[(2-chlorobenzyl)]-2-methyl propanamide
(Ref: FMC 55657)
- Water; Water/sediment - -
isoxazolidine
(Ref: FMC 57091)
- Plant - -
2-chlorobenzyl alcohol
(Ref: FMC 61569)
OCB-alcohol Plant - -


ECOTOXICOLOGY

for clomazone

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) 40 A5 Whole fish Low potential
CT50 (days) 1 -
Mammals - Acute oral LD50 (mg kg-1) 754 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 13.3 A5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2224 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5620 ppm A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 14.4 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 2.30 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 12.7 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 2.2 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.53 A5 Americamysis bahia Moderate
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) 60.5 A5 Chironomus riparius Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 34.0 A5 Lemna gibba Low
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.136 A4 Navicula pelliculosa, 120 hour Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.05 A4 Navicula pelliculosa, 120 hour Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 89.5 A5 Apis mellifera Moderate
Oral acute 48 hour LD50 (μg bee-1) > 76.33 A5 Apis mellifera Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 78 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) > 0.8 E3 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 120 >
A5 Typhlodromus pyri
-
% Effect 5
0
Mortality
Fecundity
Dose: 0.32 kg ha-1
A5 Aphidius rhopalosiphi
-
Other arthropod (2) LR50 g ha-1 120 .
A5 Aphidius rhopalosiphi
-
% Effect 4.3
29.1
Mortality
Fecundity
Dose: 0.32 kg ha-1
A5 Typhlodromus pyri
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5 -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for clomazone

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) 754 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 4.3 A5 Rat, 4 hr (whole body) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.12 A5 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 2.5 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) 2.5 A5 Rat, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.12 A5 Dog, SF=100 -
Dermal penetration studies (%) 25-75 A4 concentration dependant -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Minor risk to residents and bystanders considering expected patterns of use
Occupational PPE/PPC advised
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
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 Moderately toxic
Possible liver toxicant

: 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 or oxidising
IMDG Transport Code is usually 6.1
CLP classification 2013 Health: H302, H332, H360D
Environment: H413
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R20/22,N - Dangerous for the environment: R50/53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 2902
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for clomazone

Language Name
English clomazone
French clomazone
German Clomazone
Danish clomazone
Italian clomazone
Spanish clomazona
Greek -
Slovenian klomazon
Polish chlomazon
Swedish klomazon
Hungarian klomazon
Dutch clomazone

Record last updated: Friday 23 November 2018
Contact: aeru@herts.ac.uk
© University of Hertfordshire