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S-metolachlor (Ref: CGA 77102)
** alpha-metolachlor ** S-metholachlor ** CGA 77101 ** S-metalachor ** 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 S-metolachlor

Description: Isomer herbicide mixture used to control grasses and some broad-leaved weeds in a wide range of crops

Example pests controlled: Nightshade; Crabgrass; Pigweed; Foxtail; Yellow nutsedge; Witchgrass

Example applications: Corn; Soybeans; Beans & peas; Potatoes; Sugarbeet; Lupin; Fruit trees

Efficacy & activity: -

Availability status: Current

Introduction & key dates: circa 1998

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Germany/France
Date inclusion expires 31/07/2019
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Metolachlor exisits as the S- and R- entantiomers. S-metolachlor is a mixture of the S- and R-formats in an approciamte ratio 88:12 .
Chemical formula C15H22ClNO2
Canonical SMILES C1=CC(=CC=C1CSC(=NC2=C(C=C(C=C2)Cl)Cl)CN3C=NC=N3)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) WVQBLGZPHOPPFO-LBPRGKRZSA-N
International Chemical Identifier (InChI) InChI=1S/C15H22ClNO2/c1-5-13-8-6-7-11(2)15(13)17(14(18)9-16)12(3)10-19-4/h6-8,12H,5,9-10H2,1-4H3/t12-/m0/s1
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 Chloroacetamide
Minimum active substance purity 960 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Selective, absorbed through roots and shoots. Inhibition of VLCFA (inhibition of cell division).
CAS RN 87392-12-9
Alternative/old CAS RN 178961-20-1
EC number 257-060-8
CIPAC number 607
US EPA chemical code 108800
PubChem CID 11140605
Molecular mass (g mol-1) 283.79
PIN (Preferred Identification Name) mixture of 80100% 2-chloro-N-(2-ethyl-6-methylphenyl)-N-[(2S)-1-methoxypropan-2-yl]acetamide and 200% 2-chloro-N-(2-ethyl-6-methylphenyl)-N-[(2R)-1-methoxypropan-2-yl]acetamide
IUPAC name mix of: (aRS,1S)-2-chloro-6'-ethyl-N-(2-methoxy-1-methylethyl)acet-o-toluidide and 200% (aRS,1R)-2-chloro-6'-ethyl-N-(2-methoxy-1-methylethyl)acet-o-toluidide
CAS name 2-chloro-N-(2-ethyl-6-methylphenyl)-N-((1S)-2-methoxy-1-methylethyl)acetamide
Other status information Possible groundwater contaminant
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) K3
Herbicide Resistance Classification (WSSA) 15
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Clear 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
  • Agriliance LLC
  • Syngenta
  • DuPont
Example products using this active
  • Dual Gold
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details -


ENVIRONMENTAL FATE

for S-metolachlor

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) 480 A5 - @ 25 DegC Moderate
Solubility - In organic solvents at 20oC (mg l-1) Miscible A5 - Acetone -
Miscible A5 - Methanol -
Miscible A5 - Toluene -
Miscible A5 - n-Hexane -
Melting point (oC) -61.1 A5 -
Boiling point (oC) 334 A5 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.12 X 1003 Calculated -
Log P 3.05 A5 - @ 25 DegC High
Bulk density (g ml-1)/Specific gravity 1.12 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 3.7 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.20 X 10-03 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.91 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 4.85 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 Low
Maximum UV-vis absorption L mol-1 cm-1 266nm = 534; [274nm = 443; [>=290nm = 10 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) 15 L3 Non-persistent
DT50 (lab at 20oC) 14.5 A5 Non-persistent
DT50 (field) 21 A5 Non-persistent
DT90 (lab at 20oC) 50.1 A5 -
DT90 (field) 92 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 7.6-37.6 days, DT90 range 25.1-125 days; field studies DT50 range 11-31 days, 6 soils, Europe, DT90 range 36-148 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 11.6 R4 -
Note Published literature RL50 range 5.8-20.3 days, 3 field grown crops, various matrices, n=4
Aqueous photolysis DT50 (days) at pH 7 Value - A5 -
Note No photolysis occurs
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to 9 at 25 DegC
Water-sediment DT50 (days) 47.5 A5 Moderately fast
Water phase only DT50 (days) 9 A5 Moderately fast

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 1.88 A5 Moderately mobile
Kfoc 226.1
1/n 1.06
Notes and range EU dossier Kf range 0.3-4.7, Kfoc range 110-369 mL/g, 1/n range 1.053-1.071, Soils=4
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
metolachlor oxanilic acid (Ref: CGA 51202) This metabolite may cause environmental pollution, click here for further information Soil   0.109   Major fraction, Relevant
metolachlor ethane sulfonic acid (Ref: CGA 354743) This metabolite may cause environmental pollution, click here for further information Soil   0.124   Major fraction, Relevant


ECOTOXICOLOGY

for S-metolachlor

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) 68.8 A5 Whole fish Low potential
CT50 (days) 1.5 -
Mammals - Acute oral LD50 (mg kg-1) 2577 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 15 A5 Dog High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2510 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 1.23 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.78 A5 Pimephales promelas Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 26.0 F4 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 5.9 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 1.4 A5 Mysidopsis 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) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.023 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.008 A5 Pseudokirchneriella subcapitata High
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 85 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 570 A5 Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) < 2.54 A4 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 30.1 Beneficial capacity
A5 Typhlodromus pyri
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 25.4 Beneficial capacity
A5 Aphidius rhopalosiphi
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose = 10.9 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for S-metolachlor

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) 2577 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 2.91 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.1 A5 Dog, 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) 0.15 A5 Dog, SF=100 -
Dermal penetration studies (%) 3-10 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational -
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 toxicant
USEPA - possible human carcinogen

: 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 Health: H317
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: 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
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for S-metolachlor

Language Name
English S-metolachlor
French S-metolachlore
German S-Metolachlor
Danish S-metolachlor
Italian S-metolaclor
Spanish S-metolachloro
Greek S-metolachlor
Slovenian S-metolaklor
Polish S-metolachlor
Swedish -
Hungarian S-metolachlor
Dutch S-metolachloor

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