dimethachlor (Ref: CGA 17020) ** dimethachlore ** Translations

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GENERAL INFORMATION
for dimethachlor

Description: A herbicide used pre-emergence to control most annual grasses and broad-leaved weeds

Example pests controlled: Loose silky-bent; Meadow grass; Brome; Slender foxtail; Common chickweed; Red dead-nettle; Mayweed

Example applications: Winter oilseed rape; Soybeans; Sugarbeet

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1977

EC Regulation 1107/2009 (repealing 91/414):

Status	Approved
Dossier rapporteur/co-rapporteur	Hungary/Austria
Date inclusion expires	31/12/2021
EU Candidate for substitution (CfS)	No
Listed in EU database	Yes

Approved for use () or known to be used () in the following European countries:

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:

Isomerism	-
Chemical formula	C13H18ClNO2
Canonical SMILES	CC1=C(C(=CC=C1)C)N(CCOC)C(=O)CCl
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	SCCDDNKJYDZXMM-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C13H18ClNO2/c1-10-5-4-6-11(2)13(10)15(7-8-17-3)12(16)9-14/h4-6H,7-9H2,1-3H3
2D structure diagram/image available?	Yes

General status:

Pesticide type	Herbicide
Substance group	Chloroacetamide
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Selective, absorbed by new shoots of seedlings and roots. Inhibition of VLCFA (inhibition of cell division)
CAS RN	50563-36-5
EC number	256-625-6
CIPAC number	688
US EPA chemical code	-
PubChem CID	39722
Molecular mass (g mol-1)	255.74
PIN (Preferred Identification Name)	2-chloro-N-(2,6-dimethylphenyl)-N-(2-methoxyethyl)acetamide
IUPAC name	2-chloro-N-(2-methoxyethyl)acet-2',6'-xylidide
CAS name	2-chloro-N-(2,6-dimethylphenyl)-N-(2-methoxyethyl)acetamide
Other status information	-
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	Colourless crystals
Related substances & organisms	-

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Ciba-Geigy
Example products using this active	Teridox 500Ec
UK LERAP status	No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details	Usually supplied as an emulsifiable concentrate.

ENVIRONMENTAL FATE
for dimethachlor

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		2300	A5	High
Solubility - In organic solvents at 20oC (mg l-1)		500000	A5 - Methanol	-
		500000	A5 - Acetone	-
		42000	A5 - Hexane	-
		440000	A5 - Octanol	-
Melting point (oC)		46.3	A5	-
Boiling point (oC)		Decomposes before boiling	A4	-
Degradation point (oC)		300	A4	-
Flashpoint (oC)		Not expected to self ignite; Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	1.48 X 1002	Calculated	-
	Log P	2.17	A5	Low
Bulk density (g ml-1)/Specific gravity		1.23	L3	-
Dissociation constant (pKa) at 25oC		Not applicable	A5	-
		Note: No dissociation
Vapour pressure at 20oC (mPa)		0.64	A5	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		1.70 X 10-04	A5	Non-volatile
GUS leaching potential index		1.76	Calculated	Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	8.68 X 10-03	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Low
Maximum UV-vis absorption L mol-1 cm-1		Neutral solution: 215nm = 14461, 265nm = 486; [Acidic solution: 215nm = 14768, 265nm = 572; [Basic solution: 215nm = 9576, 265nm = 469	A5	-
Surface tension (mN m-1)		57.2-66.1	A4 at 20oC, 0.19-1.9 g l-1	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	7	A5	Non-persistent
	DT50 (lab at 20oC)	6.5	A5	Non-persistent
	DT50 (field)	3.2	A5	Non-persistent
	DT90 (lab at 20oC)	27.8	A5	-
	DT90 (field)	10.5	A5	-
	DT50 modelling endpoint	-	-	-
	Note	EU dossier lab studies DT50 range 2.3 (silt loam) - 15.6 (loamy sand) days, DT90 range 11-65.9 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	Stable	A5	-
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	200	A5	Persistent
	Note	Stable pH 1 to pH 9, DT50 9.3 days at pH 13 up to 50 degC
Water-sediment DT50 (days)		14.1	A5	Fast
Water phase only DT50 (days)		10	A5	Moderately fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	4.20	A5	Mobile
	Kfoc	69
	1/n	0.91
	Notes and range	EU dossier kf range 0.32-18.4, Kfoc range 29.7-128 mL/g, 1/n range 0.760-0.939, Soils=10
pH sensitivity		No

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
N-(2,6-dimethylphenyl)-N-(2-methoxyethyl)oxalamic acid (Ref: CGA 50266)		Soil	0.355	Major fraction, Relevant
((2,6-dimethylphenyl)-2-methoxyethyl)carbamoyl)methanesulfonic acid sodium salt (Ref: CGA 354742)		Soil	0.158	Major fraction, Relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction	Metabolising enzymes
IMPURITY	-	-	-	-
N-carboxymethyl-N-(2,6-dimethyl-phenyl)oxalamic acid (Ref: CGA 102935) Note: Risk to groundwater	-	Soil (Aerobic)	-	-
(2,6-dimethylphenylcarbamoyl)-methanesulfonic acid sodium salt (Ref: CGA 369873) Note: Detected in lysimeter leachate; Risk to groundwater	-	Soil (Aerobic); Groundwater	-	-
[(2,6-dimethylphenyl)-(2-sulfo-acetyl)amino]acetic acid sodium salt (Ref: CGA 373464) Note: Detected in lysimeter leachate; Risk to groundwater	-	Soil (Aerobic)	-	-
N-(2,6-dimethylphenyl)-N-(2-methoxyethyl)acetamide (Ref: CGA 42443)	-	Soil (Anaerobic); Water/sediment	-	-
2,6-dimethylaniline (Ref: CGA 72649)	-	Not applicable	-	-
3-{2-[(2,6-dimethyl-phenyl)-(2-hy-droxyacetyl)amino]ethylsulfanyl}-2-hydroxypropionic acid (Ref: SYN 528702) Note: Risk to groundwater	-	Soil (Aerobic)	-	-
2-[(2-hydroxyacetyl)-(2-methoxy-ethyl)amino]-3-methylbenzoic acid (Ref: SYN 530561) Note: Detected in lysimeter leachate; Risk to groundwater	-	Soil (Aerobic)	-	-

ECOTOXICOLOGY
for dimethachlor

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	75	Q2 Estimated	Low potential
	CT50 (days)	Not available		-
Mammals - Acute oral LD50 (mg kg-1)		1600	A5 Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg-1)	> 12	L2 Rat, 2 year	High
	(ppm diet)	> 300		-
Birds - Acute LD50 (mg kg-1)		524	A5 Coturnix japonica	Moderate
Birds - Short term dietary (LC50/LD50)		> 1470 mg kg bw-1 day-1	A5 Coturnix japonica	-
Fish - Acute 96 hour LC50 (mg l-1)		3.9	A5 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		0.85	A5 Oncorhynchus mykiss	Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		24	A5 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		2.3	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)		4.0	A5 Chironomus riparius	Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1)		25.0	A5 Chironomus riparius	Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1)		0.035	A5 Lemna gibba	Moderate
Non-target plants		> 1500	A5 Echinochloa crusgalli Vegetative vigour, ER50 as g/ha	-
		> 1500	A5 Echinochloa crusgalli Seedling emergence, ER50 as g/ha	-
Algae - Acute 72 hour EC50, growth (mg l-1)		0.0065	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)	> 300	A5	Low
	Unknown mode acute 48 hour LD50 (μg bee-1)	-	-	-
Earthworms - Acute 14 day LC50 (mg kg-1)		70	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	91	48 hour A5 Aphidius rhopalosiphi, adult	-
	% Effect	-	-	-
Other arthropod (2)	LR50 g ha-1	655	7 day A5 Typhlodromus pyri	-
	% Effect	-	-	-
Soil micro-organisms		Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect	A5 Dose: 7.5 kg ha-1, 28 days	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for dimethachlor

General:

Property		Value	Source/Quality Score/Other Information	Interpretation
Threshold of Toxicological Concern (Cramer Class)		High (class III)	-	-
Mammals - Acute oral LD50 (mg kg-1)		1600	A5 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 4.45	A5 Rat, 4 hr (nose only)	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.1	A5 Rat, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.5	A5 Rat, 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)		0.1	A5 Dog, SF=100	-
Dermal penetration studies (%)		3.0-10.0	A5 concentration dependent	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	No unacceptable risks to bystanders identified
	Occupational	No unacceptable risks to operators or other workers identified
European MRLs		Click here for the EU MRL pesticide database
Drinking Water Standards		-	-	-
Drinking Water MAC (μg l-1)		0.1	EU Dir 89/778/EC limit; A5	-

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		No further information available

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

Handling issues:

Property		Value	Source/Quality Score/Other Information	Interpretation
General		Not explosive or oxidising IMDG Transport Code is usually 9
CLP classification 2013		Health: H302, H317 Environment: H400, H410
EC Risk Classification		Xn - Harmful: R22, R43 N - Dangerous for the environment: R50, R53
EC Safety Classification		S2, S24, S37, S60, S61
WHO Classification		II	-	Moderately hazardous
US EPA Classification (formulation)		No consensus across products or no products available	-	-
UN Number		Usualy 3077
Waste disposal & packaging		Packaging Group III (minor danger)

TRANSLATIONS
for dimethachlor

Language	Name
English	dimethachlor
French	dimethachlore
German	Dimethachlor
Danish	dimethachlor
Italian	dimetaclor
Spanish	dimetacloro
Greek	dimethachlor
Slovenian	dimetaklor
Polish	dimetachlor
Swedish	-
Hungarian	dimetaklor
Dutch	-

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