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diclofop-methyl (Ref: HOE 023408)
** dichlofop variant ** AE F023408 ** Translations

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

SUMMARY

Diclofop-methyl is a grass weed herbicide which has approval for use in the EU and in some other parts of the world. It has a low aqueous solubility, a low risk of leaching to groundwater and is relatively volatile. It is non-persistent in soils but may be persistent in aquatic systems under certain conditions. It is moderately toxic to mammals if ingested and their is some concern that exposure may cause cancer or adverse reproduction / developmental effects. It is moderately toxic to birds, most aquatic organisms, earthworms and honeybees but is not toxic to honeybees.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for diclofop-methyl

Description: A herbicide used for post-emergence control of annual grasses including wild oats

Example pests controlled: Annual ryegrass, Barbgrass; Wild oats; Cowfoot grass

Example applications: Cereals including wheat, barley, triticale, rye; Linseed; Lupins; Canola; Peas; Poppies; Turf

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1975, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France
Date inclusion expires 31/05/2021
EU Candidate for substitution (CfS) Yes - low ADI / ARfD / AOEL
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Chiral occuring as both the R- and S-entaniomers
Chemical formula C16H14Cl2O4
Canonical SMILES CC(C(=O)OC)OC1=CC=C(C=C1)OC2=C(C=C(C=C2)Cl)Cl
Isomeric SMILES Clc2cc(Cl)ccc2Oc1ccc(OC(C(=O)OC)C)cc1
International Chemical Identifier key (InChIKey) BACHBFVBHLGWSL-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C16H14Cl2O4/c1-10(16(19)20-2)21-12-4-6-13(7-5-12)22-15-8-3-11(17)9-14(15)18/h3-10H,1-2H3
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Diclofop-methyl Unstated isomer Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Aryloxyphenoxypropionate
Minimum active substance purity 930-980 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Selective, systemic with contact action. Inhibits fatty acid synthesis. An acetyl CoA carboxylase inhibitor (ACCase).
CAS RN 51338-27-3
EC number 257-141-8
CIPAC number 358.201
US EPA chemical code 110902
PubChem CID 39985
Molecular mass (g mol-1) 341.19
PIN (Preferred Identification Name) rac-methyl (2R)-2-(4-(2,4-dichlorophenoxy)phenoxy)propanoate
IUPAC name methyl (RS)-2-(4-(2,4-dichlorophenoxy)phenoxy)propionate
CAS name methyl 2-(4-(2,4-dichlorophenoxy)phenoxy)propanoate
Other status information Severe Marine Pollutant
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) A
Herbicide Resistance Classification (WSSA) 1
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Alopecurus myosuroides
Avena fatua
Avena sterilis
Lolium multiflorum
Physical state White crystalline powder
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
  • Bayer CropScience
  • Industrial Quimica key SA SPAIN
  • Hoechst
Example products using this active
  • Keylofop
  • Tigress Ultral
  • Illoxan 36 EC
  • Lolium
  • Avena
UK LERAP status None
Formulation and application details Usually supplied as an emulsifiable concentrate.


ENVIRONMENTAL FATE

for diclofop-methyl

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) 0.39 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 500000 A5 - Acetone -
500000 A5 - Toluene -
500000 A5 - Dichloromethane -
49700 A5 - n-Hexane -
Melting point (oC) 44 A5 -
Boiling point (oC) 370 A5 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 6.31 X 1004 Calculated -
Log P 4.8 A5 High
Bulk density (g ml-1)/Specific gravity 1.4 A5 - at 28.5oC -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation, neither acid nor base
Vapour pressure at 20oC (mPa) 2.5 X 10-02 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.05 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.16 Calculated Low 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 5.35 X 10-03 Calculated -
Note Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
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 220nm = 51969, 229nm = 16030, 283nm = 3218, 291nm = 2495 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) 1 A3 Non-persistent
DT50 (lab at 20oC) 0.31 A5 Non-persistent
DT50 (field) 19.0 A5 Non-persistent
DT90 (lab at 20oC) 1.5 A5 -
DT90 (field) 113.2 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 0.1-1.1 days, DT90 range 0.5-3.6 days; field studies DT50 range 6.7-38.5 days, DT90 range 39.6-241.5 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 1.4 R3 -
Note Chinese cabbage leaves, n=1
Aqueous photolysis DT50 (days) at pH 7 Value 22 A5 Slow
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 31.7 A5 Moderately persistent
Note pH sensitive: 363 days at pH 5, 31.7 days at pH 7, 0.52 days at pH 9 - all at 25 deg C, darkness
Water-sediment DT50 (days) 0.06 A5 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 - - -
Koc -
Notes and range -
Freundlich Kf 118.7 A5 Non-mobile
Kfoc 20869
1/n 1.04
Notes and range EU dossier Kf range 80-157.3 mL/g, Kfoc range 15084-26654 mL/g, 1/n range 1.01-1.08, Soils=2
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
diclofop (Ref: AE F021079) This metabolite may cause environmental pollution, click here for further information Soil   0.87   -
diclofop-phenol Soil   0.059   Minor fraction, Relevant


ECOTOXICOLOGY

for diclofop-methyl

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) - - -
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 512 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 6 B5 Rat High
(ppm diet) 80 -
Birds - Acute LD50 (mg kg-1) > 2250 A5 Coturnix japonica Low
Birds - Short term dietary (LC50/LD50) > 1104 mg kg bw-1 day-1 A5 Coturnix japonica -
Fish - Acute 96 hour LC50 (mg l-1) 0.31 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.083 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.23 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.081 A5 Daphnia magna, Reproduction 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) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 1.12 A5 Lemna gibba Moderate
Non-target plants 38 A5 Rye grass
Seedling emergence, ER50
as g/ha
-
116 A5 Rye grass
Vegetative vigour, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 2.23 A5 Anabaena flos-aqua 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) > 100 A5 Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 131 A5 Low
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) > 500 A5 Eisenia 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 30.24 >
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 30.12 A5 Aphidius rhopalosiphi -
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 5.67 kg ha-1, 5x field rate
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for diclofop-methyl

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) > 512 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 1.36 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.001 UK ACP 1991 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.03 A5 Rabbit, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.003 UK ACP 1999 -
Dermal penetration studies (%) 1.2-11.1 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Slight risk to the public from treated recreational areas such as golf courses
Occupational PPE/PPC advised to minimise exposure
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.006 A5 -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B3; C3; D0; E3

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues Kidney and liver toxicant
May cause bronchopneumonia or pulmonary oedema
USEPA - probable human carcinogen
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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 oxiding
CLP classification 2013 Health: H302, H317
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22, R43
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S24, S37, S60, S61
WHO Classification III - Slightly hazardous
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for diclofop-methyl

Language Name
English diclofop-methyl
French diclofop-methyl
German Diclofop-methyl
Danish diclofop-methyl
Italian diclofop-metile
Spanish diclofop-metil
Greek -
Slovenian diklofopmetil
Polish dichlofop metylowy
Swedish -
Hungarian -
Dutch -

Record last updated: Friday 28 June 2019
Contact: aeru@herts.ac.uk