chlormephos (Ref: MC 2188) ** chlormethylfos ** chlormefos ** Translations

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SUMMARY

Chlormephos is an organophosphorus insecticide that is not approved for use in the EU. It has a moderate aqueous solubility and is not volatile. based on its chemical properties it would not normally be expected to leach to groundwater. It is not normally persistent in soil systems. It is highly toxic to mammals if ingested, inhaled or absorbed through skin , a cholinesterase inhibitor and a neurotoxciant. Ecotoxicology data is sparse but chlormephos is highly toxic to honey bees and moderately toxic to birds, fish and earthworms.

GENERAL INFORMATION
for chlormephos

Description: An insecticide used to control a wide range of foliage and soil dwelling pests

Example pests controlled: Wireworms; Millipedes; Symphylids; Mealybugs; Cutowrms; Whiteflies, Leaf rollers; Caperpillars; Scale insects; Grasshoppers; Apple moth; Earwigs; Beetles; Borers

Example applications: Maize; Sugarbeet; Fruit including apples, pears, avocado, grapes, mango, citrus. kiwi; Vegetables; Cereals; Pasture

Efficacy & activity: -

Availability status: Unknown

Introduction & key dates: circa 1973

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

Status	Not approved
Dossier rapporteur/co-rapporteur	Not applicable
Date inclusion expires	Expired
EU Candidate for substitution (CfS)	-
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	C5H12ClO2PS2
Canonical SMILES	CCOP(=S)(OCC)SCCl
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	QGTYWWGEWOBMAK-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C5H12ClO2PS2/c1-3-7-9(10,8-4-2)11-5-6/h3-5H2,1-2H3
2D structure diagram/image available?	Yes

General status:

Pesticide type	Insecticide
Substance group	Organophosphate
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Non-systemic with contact and stomach action. Acetylcholine esterase inhibitor.
CAS RN	24934-91-6
EC number	246-538-1
CIPAC number	337
US EPA chemical code	295300
PubChem CID	32739
Molecular mass (g mol-1)	234.70
PIN (Preferred Identification Name)	S-(chloromethyl) O,O-diethyl phosphorodithioate
IUPAC name	S-chloromethyl O,O-diethyl phosphorodithioate
CAS name	S-(chloromethyl) O,O-diethyl phosphorodithioate
Other status information	Marine Pollutant; Chemical subject to PIC regulations
Relevant Environmental Water Quality Standards	-
Herbicide Resistance Classification (HRAC)	Not applicable
Herbicide Resistance Classification (WSSA)	Not applicable
Insecticide Resistance Classification (IRAC)	1B
Fungicide Resistance Classification (FRAC)	Not applicable
Examples of recorded resistance	None identified
Physical state	Colourless liquid
Related substances & organisms	-

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Bayer CropScience Rhone Poulenc Murphy
Example products using this active	Dotan
UK LERAP status	No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details	Usually supplied in a granular formulations.

ENVIRONMENTAL FATE
for chlormephos

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		60	L3	Moderate
Solubility - In organic solvents at 20oC (mg l-1)		Miscible	CA2 - Acetone	-
		Miscible	CA2 - Methanol	-
		Miscible	CA2 - Ethanole	-
		Miscible	CA2 - Xylene	-
Melting point (oC)		-	-	-
Boiling point (oC)		-	-	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		-	-	-
Octanol-water partition coefficient at pH 7, 20oC	P	1.10 X 1003	Calculated	-
	Log P	3.04	V3	High
Bulk density (g ml-1)/Specific gravity		1.26	L3	-
Dissociation constant (pKa) at 25oC		-	-	-
		Note:
Vapour pressure at 20oC (mPa)		0.0076	L3	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		2.97 X 1001	V3	Moderately volatile
GUS leaching potential index		1.25	Calculated	Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	2.49 X 10-02	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		-	-	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	20	W4	Non-persistent
	DT50 (lab at 20oC)	-	-	-
	DT50 (field)	-	-	-
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	-	-	-
	DT50 modelling endpoint	-	-	-
	Note	Other sources: DT50 28 days, sandy soil (R4)
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	-	-	-
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	-	-	-
	Note	-
Water-sediment DT50 (days)		-	-	-
Water phase only DT50 (days)		-	-	-

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	CA2	Slightly mobile
	Koc	1100
	Notes and range	Estimated
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		-

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
ethion (Ref: ENT 24105)		Soil	-	-

ECOTOXICOLOGY
for chlormephos

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	120	Q3 (whole fish)	Threshold for concern
	CT50 (days)	Not available		-
Mammals - Acute oral LD50 (mg kg-1)		> 7	L3 Rat	High
Mammals - Short term dietary NOEL	(mg kg-1)	-	L3 Rat	-
	(ppm diet)	> 0.39		-
Birds - Acute LD50 (mg kg-1)		260	L3 Coturnix japonica	Moderate
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		2.5	F3 Rasbora heteromorpha	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		-	-	-
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		-	-	-
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)		-	-	-
Non-target plants		-	-	-
		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		-	-	-
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees	Contact acute 48 hour LD50 (μg bee-1)	-	-	-
	Oral acute 48 hour LD50 (μg bee-1)	-	-	-
	Unknown mode acute 48 hour LD50 (μg bee-1)	> 0.9	E3	High
Earthworms - Acute 14 day LC50 (mg kg-1)		-	-	-
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		> 1.0	R4 Eisenia andrei as LOEC	Moderate
Other soil macro-organisms - e.g. Collembola	LR50 / EC50 / NOEC / % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	-	-	-
	% Effect	-	-	-
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	-	-	-
Soil micro-organisms		-	-	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for chlormephos

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)		> 7	L3 Rat	High
Mammals - Dermal LD50 (mg kg-1 body weight)		7.0	F4 Rat	-
Mammals - Inhalation LC50 (mg l-1)		-	-	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		-	-	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		-	-	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		-	-	-
Dermal penetration studies (%)		-	-	-
Dangerous Substances Directive 76/464		List I; List II	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	-
	Occupational	May be absorbed through dermal contact
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		Very toxic if ingested, inhaled or absorbed through skin

: 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		No information available
CLP classification 2013		Health: H300, H310 Environment: H400, H410
EC Risk Classification		T+ - Very toxic: R27/28 N - Dangerous for the environment: R50, R53
EC Safety Classification		S1/2, S28, S36/37, S45, S60, S61
WHO Classification		Ia	-	Extremely hazardous
US EPA Classification (formulation)		I	-	Danger - Highly toxic
UN Number		3018
Waste disposal & packaging		-

TRANSLATIONS
for chlormephos

Language	Name
English	chlormephos
French	chlorméphos
German	Chlormephos
Danish	chlormephos
Italian	clormefos
Spanish	clormefos
Greek	chlormephos
Slovenian	klormefos
Polish	chloromefos
Swedish	-
Hungarian	-
Dutch	chloormefos

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Record last updated: Tuesday 22 May 2018
Contact: aeru@herts.ac.uk