dimethomorph (Ref: CME 151) ** dimethomorphe ** AC 336379 ** CL 336379 ** BAS 550F ** Translations

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GENERAL INFORMATION

Description: A fungicide effective against Oomycetes in vines, tomatoes and other crops

Introduction: 1988, first reported; 1993, first introduced

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

Status	Annex 1
Dossier rapporteur/co-rapporteur	Germany
Date inclusion expires	30/09/2017

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

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also registered in: Australia

General status:

Pesticide type	Fungicide
Substance group	Morpholine
Substance origin	Synthetic
Mode of action	Systemic with good protective activity. Lipid synthesis inhibitor.
CAS RN	110488-70-5
EC number	404-200-2
CIPAC number	483
US EPA chemical code	268800
Chemical formula	C21H22ClNO4
SMILES	O=C(\C=C(\c1ccc(Cl)cc1)c2ccc(OC)c(OC)c2)N3CCOCC3
International Chemical Identifier (InChI)	InChI=1/C21H22ClNO4/c1-25-19-8-5-16(13-20(19)26-2)18(15-3-6-17(22)7-4-15)14-21(24)23-9-11-27-12-10-23/h3-8,13-14H,9-12H2,1-2H3/b18-14-
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	387.86
IUPAC Name	(EZ)-4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)acryloyl]morpholine
CAS Name	4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl]morpholine
Other status information	-
Herbicide Resistance Classification (HRAC)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	40
Physical state	Colourless to grey crystalline powder
Related substances & organisms	mancozeb chlorothalonil folpet

Formulations:

Property	Value
Example manufacturers of products using this active	BASF FCC
Example products using this active	Invader Paraat Forum Acrobat
UK LERAP status	None
Formulation and application details	Often available as a dispersible concentrate formulation.

ENVIRONMENTAL FATE

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		28.95	A5	Low
Solubility - In organic solvents at 20oC (mg l-1)		100400	C4 - Acetone	-
		112	C4 - Hexane	-
		39000	C4 - Methanol	-
		49500	C4 - Toluene	-
Melting Point (oC)		137.2	L3	-
Boiling Point (oC)		-	-	-
Degradation point (oC)		280	A5	-
Flashpoint (oC)		Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	4.79 X 1002	Calculated	-
	Log P	2.68	B5	Low
Bulk density (g ml-1)/Specific gravity		1.32	B5	-
Dissociation constant (pKa) at 25oC		-1.3	A5	-
		Note: Calculated, Very strong acid
Vapour pressure at 25oC (mPa)		9.85 X 10-04	B5	Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1)		2.04 X 10-05	V3	Non-volatile
Henry's law constant at 20oC (dimensionless)		8.41 X 10-09	K3	Non-volatile
GUS leaching potential 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	Value	1.70 X 10-01	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		200nm = 45000, 205nm = 30000, 221nm = 16000, 242nm = 20000, 286nm = 9100, 312nm = 4500	A5	-
Surface tension (mN m-1)		60.8	A5 at 20oC	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	57	A5	Moderately persistent
	DT50 (lab at 20oC)	56.7	A5	Moderately persistent
	DT50 (field)	44	A5	Moderately persistent
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	-	-	-
	Note	EU dossier lab studies range 41-96 days, field studies range 34-54 days; Other sources: DT50 92 days (DW4)
Aqueous photolysis DT50 (days) at pH 7	Value	97	A5	Stable
	Note	Seasonal variation: DT50 28 days summer, 86-107 days spring
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	70	K4	Moderately persistent
	Note	Stable pH 4 to pH 9
Water-Sediment DT50 (days)		38	A5	Moderately 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	5.61	A5	Moderately mobile
	Kfoc	348
	1/n	0.84
	Notes and range	EU dossier Kf range 2.72-8.51 mL/g, Kfoc range 316-515 mL/g, 1/n range 0.814-0.872, Soils=4
pH sensitivity		No

Other known metabolites:

Metabolite name and reference	Aliases	Formation Medium / Rate	Estimated Maximum Occurrence Fraction	Metabolising Enzymes
N-[3-(4-chlorophenyl)-3-3,4-dimethoxyphenyl)-1-oxo-2-propenyl-glycine	dimethomorph metabolite CUR 7117	Animal	-	-
4-[(E)-and(Z)-beta-(p-chlorophenyl)-3-hydroxy-4-methoxycinnamoyl]morpholine	dimethomorph metabolite Z67	Plant; Animal	-	-
4-[(E)-and(Z)-beta-(p-chlorophenyl)-4-hydroxy-3-methoxycinnamoyl]morpholine	dimethomorph metabolite Z69	Plant; Animal	-	-
4-chloro-3’,4’-dimethoxy-benzophenone	dimethomorph metabolite Z7	Plant	-	-
4-[3-(4-chlorophenyl)-3-3,4-dimethoxy-phenyl)-1-oxo-2-propenyl]-2-oxo-morpholine	dimethomorph metabolite Z37	Plant	-	-

ECOTOXICOLOGY

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF	-	A5 Low risk	-
	CT50 (days)	Not available		-
Bioaccumulation potential		-	Calculated	Low
Mammals - Acute oral LD50 (mg kg-1)		3900	A5 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	15	A5 Rat	High
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		> 2000	B5 Colinus virginianus	Moderate
Birds - Short term dietary (LC50/LD50)		> 728.3 mg kg bw-1 day-1	A5 Colinus virginianus	-
Fish - Acute 96 hour LC50 (mg l-1)		3.4	A5 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		0.056	A5 Oncorhynchus mykiss	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		> 10.6	A5 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.005	Q2 Daphnia magna	-
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1)		12.0	F3 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)		-	-	-
Aquatic plants - Acute 7 day EC50, biomass (mg l-1)		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		29.2	B5 Scenedemus subspicatus	Low
Algae - Chronic 96 hour NOEC, growth (mg l-1)		9.8	Q2 Unknown species	Low
Honeybees - Acute 48 hour LD50 (µg bee-1)		> 32.4	A5 Oral	Moderate
Earthworms - Acute 14 day LC50 (mg kg-1)		> 500	A5 Eisenia foetida, corr	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		60.0	A5 Eisenia foetida, corr	Moderate
Other soil macro-organisms - e.g. Collembola	LR50product ha EC50product ha NOECproduct ha % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	>1800	48 hour A5 Aphidius rhopalosiphi, adult	Harmless at 1 kg ha-1
	% Effect	-	-	-
Other arthropod (2)	LR50 g ha-1	>1800	7 day A5 Typhlodromus pyri, protonymph	Harmless at 1 kg ha-1
	% Effect	-	-	-
Soil micro-organisms		Nitrogen mineralisation: No significant effect Carbon mineralisation: No significant effect	A5 Dose: 6 kg/ha	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION

General:

Property		Value	Source/Quality Score/Other Information	Interpretation
Mammals - Acute oral LD50 (mg kg-1)		3900	A5 Rat	Low
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 4.42	A5 Rat	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.05	A5 Dog, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.6	A5 Rat, SF=100	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.15	A5 Rat, SF=100	-
Dermal penetration studies (%)		20	A5	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	-
	Occupational	[Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment]
Examples of European MRLs (mg kg-1)	Value	Dried hops: 50; Grapes: 2.0; Potatoes: 0.05
	Note	[A5 EU dossier proposals] For the EU pesticides database click here
Drinking Water MAC (µg l-1)		-	-	-

Health issues:

Carcinogen	Mutagen	Endocrine disrupter	Reproduction / development effects	Acetyl cholinesterase inhibitor	Neurotoxicant	Respiratory tract irritant	Skin irritant	Eye irritant
		-
General human health issues		[May cause acute lung injury if inhaled]

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

Handling issues:

Property		Value	Source/Quality Score/Other Information	Interpretation
General		[Not explosive], [IMDG Transport Code is usually 9]
EC Risk Classification		[N - Dangerous for the environment: R51, R53]
EC Safety Classification		S61
WHO Classification		III	-	Slightly hazardous
US EPA Classification (formulation)		III	-	Caution - Slightly toxic
UN Number		Usually 3077
Waste disposal & packaging		[Usually Packaging Group III (minor danger)]

TRANSLATIONS