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flurochloridone (Ref: R 40244)
** fluorchloridone ** fluorkloridon ** flurocloridona ** FLC ** fluorochloridone ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

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

Description: A pre-emergence herbicide used to control a range of weeds in umbelliferous crops, cereals and potatoes

Example pests controlled: Annual broad-leaved weeds; Grasses

Example applications: Cotton; Potatoes; Cereals including winter rye, winter wheat; Sunflowers; Umbelliferous crops including carrot, celery, celeriac, parsnip

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1985

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Austria/Hungary
Date inclusion expires 31/05/2021
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: South Africa

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A molecule with 2 chiral centres, flurochloridone normally refers to a 3:1 ratio of trans to cis isomers
Chemical formula C12H10Cl2F3NO
Canonical SMILES C1C(C(C(=O)N1C2=CC=CC(=C2)C(F)(F)F)Cl)CCl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) OQZCSNDVOWYALR-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C12H10Cl2F3NO/c13-5-7-6-18(11(19)10(7)14)9-3-1-2-8(4-9)12(15,16)17/h1-4,7,10H,5-6H2
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 Unclassified
Minimum active substance purity 940 g/kg
Known relevant impurities EU dossier - Toluene <8.0g/kg
Substance origin Synthetic
Mode of action Selective, absorbed by roots and stem. Bleaching: inhibition of carotenoid biosynthesis.
CAS RN 61213-25-0
EC number 262-661-3
CIPAC number 430
US EPA chemical code 128401
PubChem CID 91677
Molecular mass (g mol-1) 312.12
PIN (Preferred Identification Name) -
IUPAC name (3RS,4RS;3RS,4SR)-3-chloro-4-chloromethyl-1-(α,α,α-trifluoro-m-tolyl)-2-pyrrolidone
CAS name 3-chloro-4-(chloromethyl)-1-[3-(trifluoromethyl)phenyl]-2-pyrrolidinone
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) F1
Herbicide Resistance Classification (WSSA) 12
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Beige-peach coloured waxy 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
  • Agan Chemicals
  • Syngenta
  • Makhteshim Agan
  • Stauffer
Example products using this active
  • Racer
  • Rainbow
  • Ares
  • Fidelity
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Often supplied as an emulsifiable concentrate.


ENVIRONMENTAL FATE

for flurochloridone

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) 21.9 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 540000 A5 - Acetone -
592000 A5 - Ethyl acetate -
326000 A5 - Methanol -
616000 A5 - Toluene -
Melting point (oC) 40.9 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 290 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.29 X 1003 Calculated -
Log P 3.36 A5 High
Bulk density (g ml-1)/Specific gravity 1.19 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.27 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.4 X 10-03 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.99 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 7.77 X 10-02 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 252nm = 12300 A5 -
Surface tension (mN m-1) 54.6 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) 53 A5 Moderately persistent
DT50 (lab at 20oC) 53 A5 Moderately persistent
DT50 (field) 40.6 A5 Moderately persistent
DT90 (lab at 20oC) 283 A5 -
DT90 (field) 240 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 22.8-180 days, DT90 range 51-545 days, field studies DT50 range 11-65 days, DT90 range 75-515 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 6.5 A5 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to pH 9 at 25 degC
Water-sediment DT50 (days) Stable Q2 -
Water phase only DT50 (days) 37 Q2 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 - - -
Koc -
Notes and range -
Freundlich Kf 9.4 A5 Slightly mobile
Kfoc 700
1/n 0.900
Notes and range EU dossier Kf range 6.5-14.0 mL.g, Kfoc range 490-1100 mL/g, 1/n range 0.88-0.91, Soils=4
pH sensitivity Adsorption increases slighly as pH decreases

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
4-chloromethyl-3-hydroxy-1-(3-(trifluoromethyl)phenyl)-2-pyrrolidinona (Ref: R406639) Soil   0.081   Minor fraction, Relevant
1-(m-trifluoromethylphenyl)-4-chloromethyl-3-pyrrolin-2-one (Ref: R42819) This metabolite may cause environmental pollution, click here for further information Soil   0.101   Major, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(4RS)-4-(hydroxymethyl)-1-[3-(trifluoromethyl)phenyl]pyrrolidin-2-one M8 Water (Photolysis) - -
(3RS,4RS;3RS,4SR)-3-chloro-4-(hydroxymethyl)-1-[3-(trifluoromethyl)phenyl]pyrrolidin-2-one 4-dechloro-4-hydroxymethyl Plant - -
(3RS,4RS,5RS;3RS,4SR,5RS;3RS,4RS,5SR;3RS,4SR,5SR)--3-chloro-4-(chloromethyl)-5-hydroxy-1-[3-(trifluoromethyl)phenyl]pyrrolidin-2-one 5-hydroxy-4-chloromethyl Plant - -
(4RS)-4-(chloromethyl)-1-[3-(trifluoromethyl)phenyl]pyrrolidin-2-one
(Ref: R42819)
Note: Risk to groundwater
- Soil; Groundwater - -


ECOTOXICOLOGY

for flurochloridone

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) 292 A5 Threshold for concern
CT50 (days) 1 -
Mammals - Acute oral LD50 (mg kg-1) > 2150 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - L2 Rat, 2 year -
(ppm diet) > 100 -
Birds - Acute LD50 (mg kg-1) > 2150 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) 590 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 3.0 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.36 A4 Oncorhynchus mykiss, 28 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 5.1 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.83 A5 Daphnia magna Moderate
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) > 0.25 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.048 A5 Lemna minor Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.0047 A5 Scenedemus subspicatus High
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 100 A5 Moderate
Oral acute 48 hour LD50 (μg bee-1) 100 A4 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 227 A5 Esenia foetida, corr Moderate
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 1000 48 hour
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 1000 7 day
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: -15% effect
Carbon mineralisation: -22% effect
A5
Dose: 10 x field rate
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for flurochloridone

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) > 2150 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 4.82 A5 Rat, 4 hr (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) 0.04 A5 Rat, SF=500 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.04 A5 Rat, SF=500 -
Dermal penetration studies (%) 0.3-4 A5 concentration dependent -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational No unacceptable risks to operators or other workers identified for intended uses
Soil residues may present slight risk to field workers
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 Possible liver and testes 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
CLP classification 2013 None allocated at this time
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 3: R62/63
Xn - Harmful: R22
N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for flurochloridone

Language Name
English flurochloridone
French flurochloridone
German Flurochloridone
Danish flurochloridon
Italian flurocloridone
Spanish flurocloridona
Greek -
Slovenian flurokloridon
Polish flurochloridon
Swedish -
Hungarian fluorkloridon
Dutch -

Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk